For the first time, Skip Intro goes to The Paris Theater in Manhattan to sit down with Rebecca Ferguson who stars as Captain Olivia Walker in A HOUSE OF DYNAMITE . Directed by Oscar-winning Kathryn Bigelow, the film was screened this month at the historic 535-seat theater — NYC’s longest-running arthouse cinema. Ferguson shares what it was like to read the powerful script written by Noah Oppenheim and how working with Bigelow was unlike any other experience on set. The Mission Impossible actor also talks about jumping off the roof of the Vienna State Opera with Tom Cruise, Denis Villeneuve’s love of veils and jingle jangles in Dune , and teases Netflix’s upcoming Peaky Blinders movie with Cillian Murphy. Video episodes available on Still Watching Netflix YouTube Channel. Listen to more from Netflix Podcasts .…
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Вміст надано Nikhyl Singhal. Весь вміст подкастів, включаючи епізоди, графіку та описи подкастів, завантажується та надається безпосередньо компанією Nikhyl Singhal або його партнером по платформі подкастів. Якщо ви вважаєте, що хтось використовує ваш захищений авторським правом твір без вашого дозволу, ви можете виконати процедуру, описану тут https://uk.player.fm/legal.
The Skip podcast helps tech professionals get ahead in their career. It’s hosted by Nikhyl Singhal, a successful founder, head of product, and executive. Nikhyl has helped scale four of the most successful tech products ever: Facebook, Credit Karma, Google Photos, and Google Hangouts. And he coaches more than 100 executives, managers, and rising stars in navigating important career decisions, management challenges, and personal crossroads to maximize their happiness and professional life. Subscribe to this podcast to hear from him and other executives as they teach unique career lessons.
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Вміст надано Nikhyl Singhal. Весь вміст подкастів, включаючи епізоди, графіку та описи подкастів, завантажується та надається безпосередньо компанією Nikhyl Singhal або його партнером по платформі подкастів. Якщо ви вважаєте, що хтось використовує ваш захищений авторським правом твір без вашого дозволу, ви можете виконати процедуру, описану тут https://uk.player.fm/legal.
The Skip podcast helps tech professionals get ahead in their career. It’s hosted by Nikhyl Singhal, a successful founder, head of product, and executive. Nikhyl has helped scale four of the most successful tech products ever: Facebook, Credit Karma, Google Photos, and Google Hangouts. And he coaches more than 100 executives, managers, and rising stars in navigating important career decisions, management challenges, and personal crossroads to maximize their happiness and professional life. Subscribe to this podcast to hear from him and other executives as they teach unique career lessons.
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The Skip Podcast
1 Why your career playbook expired: The new rules for 2025 job transitions 1:02:30
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Відтворити Пізніше Відтворити Пізніше Списки Подобається ПодобаєтьсяCareer ladders aren't just changing—they're being demolished and rebuilt in real-time. In this emergency "weather report," Carly and I decode four career dilemmas that have completely flipped in the last six months. We explain why directors are taking IC roles (and thriving), why your Big Tech salary might be a golden trap, when to finally leave that stalled growth company, and why founding is suddenly on everyone's radar. If you're making any career move in 2025, your old playbook will hurt more than help. The New Career Math: • Why senior IC roles now trump management positions—and when stepping down is stepping up• The Big Tech paradox: 3x market comp but career stagnation (what's your breaking point?)• Ex-growth company reality: Why staying another month makes things worse• The founding surge: Why 8x more product leaders are starting companies What's Actually Happening: • How AI and flat orgs killed the traditional ladder (and what replaced it)• What elite companies want now: hands-on builders, not ivory tower managers• The talent gravity effect: Why your coworkers matter more than your title• The "elite middle" strategy: Which companies offer both growth and stability Your Action Plan: • How to evaluate if you're becoming obsolete (and what to do about it)• The unnatural acts worth taking (hint: it involves a pay cut)• Six-month forecast: Where the opportunities will be and who will win Timestamps: (03:45) The rise of Super ICs(07:59) Why IC roles are considered premium(18:56) “I work at Google: should I stay, or should I go?”(27:05) How Nikhyl gives career advice to tech leaders(31:12) What are startups hiring for?(37:10) Why are more people leaving ex-growth companies?(42:21) Advice for choosing the right company to join(46:24) You need to work with great talent(48:21) How to navigate the wealth of career options(52:37) The career trap you need to avoid(56:29) Should you found a company?(59:09) Nikhyl’s forecast for the next six months Where to find Nikhyl: • Twitter/X • LinkedIn Where to find Carly: • LinkedIn • She Leads Podcast • Twitter/X Join The Skip: • Skip Coach • Skip Community Find The Skip: • Website • Substack • YouTube • Spotify • Apple Podcasts Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. You can also email me at nikhyl@skip.community This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
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The Skip Podcast
1 Graduating Into Uncertainty? How to Actually Land Your First Tech Job 1:06:43
1:06:43 Відтворити Пізніше Відтворити Пізніше Списки Подобається Подобається1:06:43
Відтворити Пізніше Відтворити Пізніше Списки Подобається ПодобаєтьсяIn this episode, I’m joined by my co-host Carly Malatskey to share the early-career playbook most people wish they had at 21. Whether you're fresh out of college, navigating your first job, or advising someone who is — this episode is for you. – Key topics • Why your first job should feel like a sprint, not a stroll • How to tell if your job is setting you up — or holding you back • The truth about internships (they matter more than your degree) • How to stand out when applying — and why “spray and pray” fails • Why it’s okay (even smart) to view your first job as a stepping stone • Red flags and green flags once you’re hired • How to network in a way that doesn’t feel transactional • The mindset shift that separates top performers early in career • Why working in-person still gives you an edge • How to take real risks when you have the least to lose – Where to find Nikhyl: Twitter/X LinkedIn – Where to find Carly: LinkedIn She Leads Podcast Twitter/X – Join The Skip: Skip Coach Skip Community – Find The Skip: Website Substack YouTube Spotify Apple Podcasts – Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. You can also email me at nikhyl@skip.community – Timestamps (00:00) Why most grads feel lost — and what to do about it (01:44) How to navigate the 2025 job market (03:29) Why hustle still wins (yes, even now) (08:24) What to really look for in your first job (15:03) Why seeking feedback is a career unlock (17:30) Choose your boss — not the logo (20:02) Why taking risks early pays off later (28:35) How to tell a compelling career story (32:15) Job hunting that actually works (37:38) Making the leap from college to career (42:18) Why you should work while studying (46:13) How to maintain a network (55:10) Green flags and red flags once you’re hired (58:55) Your first job is a launchpad — not a life sentence (63:12) Final advice we wish we heard at 21 This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
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The Skip Podcast
1 The Mentor's Superpower: Pattern Recognition That Unlocks Careers 1:19:52
1:19:52 Відтворити Пізніше Відтворити Пізніше Списки Подобається Подобається1:19:52
Відтворити Пізніше Відтворити Пізніше Списки Подобається ПодобаєтьсяIn this episode, I’m joined by my co-host Carly Malatskey, a former software engineer turned entrepreneur and host of She Leads . Through 6 listener questions, we break down how mentors spot patterns others miss, and how you can use that insight to unlock your next move. Whether you're leading a team, switching paths, or just feeling off, this episode is packed with tactical advice for unlocking your career. – Key topics 6 common patterns holding leaders back How mentors can spot them, and what advice to give Breaking through organizational barriers Why smart people still get stuck Navigating change vs. waiting it out Thriving in early-stage chaos Why strong reviews don’t always lead to promotion Taking leadership roles before you feel ready Finding—and becoming—a great mentor How to ask better questions and get better advice – Where to find Carly: LinkedIn She Leads Podcast Twitter/X – Where to find Nikhyl: Twitter/X LinkedIn – Find The Skip: Website Substack YouTube Spotify Apple Podcasts – Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. You can also email me at nikhyl@skip.community – Timestamps (00:00) How to spot patterns (01:08) How to find and then become a mentor (10:57) Scaling mentorship (15:09) How to heat seek around patterns (21:47) Question 1: How can I break through organizational barriers? (22:29) Pattern 1: Are you actually stuck? (30:05) Question 2: How can busy leaders stay technically up to date? (30:28) Pattern 2: If you know what you should do, why aren’t you doing it? (42:48) Question 3: How to navigate change? (40:56) Pattern 3: Do you need to work on this problem, or just wait it out? (52:23) Question 4: How normal is chaos in early stage companies? (52:54) Pattern 4: Broken might be normal, and you were hired to solve problems (61:07) Question 5: My performance reviews are excellent, but why am I not being promoted? (61:41) Pattern 5: Are you growing faster than the company? (67:35) Question 6: Should I take a leadership role that I don’t feel ready for? (68:29) Pattern 6: Are you too humble or negative? (73:23) Key takeaways and summary (77:57) How to get in touch with Nikhyl This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
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The Skip Podcast
1 Super Shadows | When Strengths Limit Growth 1:04:36
1:04:36 Відтворити Пізніше Відтворити Пізніше Списки Подобається Подобається1:04:36
Відтворити Пізніше Відтворити Пізніше Списки Подобається ПодобаєтьсяIn this episode, I’m joined by my co-host Carly Malatskey, a former software engineer turned entrepreneur and host of She Leads . We tackle a listener’s career dilemma: feeling stuck and unsure how to adapt to shifting expectations. Using a structured approach, we break down when to make a change, how to advocate for yourself, and how to evolve without losing what makes you successful. Whether you’re navigating subtle shifts or considering a big move, this episode helps you own your superpower—and the shadow that comes with it. – Key topics The unseen influence of Super Shadows Why past success won’t fuel future growth Breaking free from career stagnation The power of self-advocacy How top leaders seek feedback Identifying what actually needs to change Much more – Where to find Carly: LinkedIn She Leads Podcast Twitter/X – Where to find Nikhyl: Twitter/X LinkedIn – Find The Skip: Website Substack YouTube Spotify Apple Podcasts – Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. You can also email me at nikhyl@skip.community – Timestamps (00:00) How your superpower can stall career growth (01:11) Show format (02:45) Listener question: Navigating a quiet career crisis (06:40) How to break free from feeling stuck at work (11:35) The case for self-advocacy in your career (16:36) Why past success won’t fuel future growth (19:48) Super Shadows: What they are and why they matter (30:46) When it’s time to confront your shadow (37:53) The risks of ignoring your shadow (40:56) How great leaders seek feedback (47:07) Pinpointing what actually needs to change (55:57) A strategy for sustainable career growth (57:04) Why change has to happen on the job (58:19) A real-world example from Nikhyl’s offsite (61:28) Key takeaways and final thoughts This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
In this episode, I’m joined by my co-host Carly Malatskey, a former software engineer turned investor and podcast host of She Leads . We tackle a listener’s question about whether to stay in their current job or take a new one. Using a 5-factor framework, we break down how to evaluate career decisions based on compensation, skills, lifestyle, long-term success, and work environment. Whether you’re considering a career move now or just want a structured way to assess future opportunities, this episode offers a practical guide to making confident job decisions. – Key topics: The Stay vs. Go framework for career decisions How to assess if your job is career additive Balancing comp, skills, and lifestyle in job choices The probability of success matters in career moves How long you should stay before making a switch And much more – Where to find Carly: LinkedIn She Leads Podcast Twitter/X – Where to find Nikhyl: Twitter/X LinkedIn – Find The Skip: Website Substack YouTube Spotify Apple Podcasts – Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. You can also email me at nikhyl@skip.community – Timestamps (00:00) The 5-factor framework (01:20) Mailbag question: “Should I stay or go?” (03:38) Is your job career additive? (09:52) Why tenure matters less for some people (15:51) Framework overview (17:21) How to think about compensation (21:28) Fishing for outlier comp offers (23:54) Don’t just optimize for comp (25:46) What skills are you picking up (30:09) How esoteric are your skills (32:37) Weighing up lifestyle (36:56) What’s the probability you will succeed? (42:03) Think about the environment you thrive in (44:54) Final advice This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
In this episode, I’m joined by my co-host Carly Malatskey, a former software engineer turned investor and podcast host of She Leads . We dive into a listener's question about multiple tech job offers, and compare three compensation packages. We break down tactics for negotiating comp while exploring how to pick a role that aligns with your superpower. Whether you're actively job hunting or looking to understand tech compensation better, this episode offers practical insights for making informed career decisions. – Key topics: Why chasing comp early hurts career growth Comparing job offers Breaking down key components of total comp Ensuring you can exercise your shares When and how to discuss salary expectations Much more – Referenced: Tech compensation: Beyond the offer letter – Where to find Carly: LinkedIn She Leads Podcast Twitter/X – Where to find Nikhyl: Twitter/X LinkedIn – Find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok – Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. You can also email me at nikhyl@skip.community – Timestamps (00:00) Tactic for negotiating comp (01:54) Unpacking the mailbag format (03:09) Three job offers: which one should I take? (06:02) Understanding bonus structures (09:32) Why equity still matters today (17:38) Breaking the equity exit trap (25:29) Equity versus your market rate (30:37) Don't chase comp early on (34:12) Aligning the role to your superpower (37:47) Negotiating comp: Start with what matters most (47:30) When to discuss salary (51:49) Problems with averaged comp This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
In this episode, I’m joined by Carly Malatskey, an engineer-turned-investor and podcast host of She Leads . We dive into one of the most important career questions in tech today: Should you work in big tech or small tech, or found your own company? With the rise of AI and new economic conditions, these choices have never been more different. We break down how industry dynamics have changed, the tradeoffs associated with each path, and some exercises for determining the best fit for you. - Key topics: How AI is reshaping the tech job market The (under-appreciated) differences between big tech and small tech How PM and engineering roles have changed How to assess your potential as a founder What your worries reveal about your ideal work environment - Referenced: Carly’s podcast: https://www.sheleadspod.com/ Ready to start a startup?: https://www.skip.show/ready-to-start-a-startup-shreyas-doshi-former-pm-leader-at-stripe-twitter-google/ - Where to find Carly: LinkedIn She Leads Podcast Twitter/X - Where to find Nikhyl: LinkedIn Twitter/X Threads - Where to find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok - Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. - Timestamps: (00:00) Teaser: Big tech vs small tech: Should you do both? (00:35) Intro (03:15) Why this discussion matters (05:06) The biggest change in tech during 2024 (08:20) Why everyone should consider being a founder (10:14) How to assess your potential as a founder (14:44) How PM & engineering changed in 2024 (23:06) The all-important differences between big and small tech (28:55) Assessing your fit for big vs small tech (36:18) The challenges and benefits of working at both scales (42:31) Do the best PMs work in big tech? (52:17) Who this advice doesn't apply to (54:56) Key takeaways (56:33) Get in touch with Nikhyl This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
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The Skip Podcast
1 Ready to start a startup? | Shreyas Doshi (Former PM leader at Stripe, Twitter, Google) 1:06:01
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Відтворити Пізніше Відтворити Пізніше Списки Подобається ПодобаєтьсяI'm joined by product leader turned founder Shreyas Doshi to discuss the founder's journey and when starting a company might be the right move for you. We challenge common startup wisdom and explore why traditional career advice often misses the mark for aspiring founders. Key topics: Which PMs are secretly great founder material Red flags: when founding isn't for you The right time to start your company Key skills that set you up for success Thriving in ambiguity Debunking the "venture scale or bust" mindset The counterintuitive way to avoid burnout Much more Referenced: 4 questions Shreyas wished he’d asked himself sooner: https://www.youtube.com/watch?v=atS060bNpE0&t=698s Avoiding burnout for high achievers: https://www.youtube.com/watch?v=5Iwymgai-ZM Crafting a compelling career story: https://www.youtube.com/watch?v=0Reh9wTUIYc&t=928s Improving your product sense: https://maven.com/shreyas-doshi/product-sense Is my next job at a startup or big tech?: https://www.youtube.com/watch?v=H59CRHQ6va0&t=2053s Managing your PM career in 2025 and beyond: https://maven.com/shreyas-doshi/product-management-career?utm_source=lenny Nikhyl’s career advice highlights at Lenny’s Summit: https://www.youtube.com/watch?v=rujK7HvD6es&t=124s Stage of Company: https://www.youtube.com/watch?v=H59CRHQ6va0&t=2053s Where to find Shreyas: Twitter/X LinkedIn YouTube Where to find Nikhyl: Twitter/X LinkedIn Find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. You can also email me at nikhyl@skip.community Timestamps (00:00) Teaser: Why average PMs can make great founders (01:17) Introduction (02:34) The essential first step before founding (06:21) Successful founder traits (10:48) Managing at scale vs managing uncertainty (18:25) Thriving in ambiguity (21:29) Red flags: when founding isn't for you (23:34) The surprising link between average PMs and founding success (25:51) Building better product sense (29:35) The right time to start your company (37:03) Beyond venture scale: rethinking startup success (44:26) A guide to avoiding burnout (49:23) The real truth about big tech working hours (52:27) Why taking a "demotion" might be a good move (58:45) Learn more: Shreyas' Product Sense course (63:15) Key takeaways (65:22) Get in touch with Nikhyl This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
Welcome to a special episode featuring key moments from my presentation at the very first Lenny and Friends Summit in San Francisco. In this talk, I've distilled the most valuable career insights I've gained from coaching product managers and creating PM content over the past 12 months. In this highlight reel of career advice, I discuss: Rethinking retirement The career-defining question every leader should ask Power years versus foundational years Leveraging career stories Finding peak roles Understanding the shadow of your superpower The relationship between personal brand and reputation Breaking down burnout Building your support network through Skip Community – Referenced: Mastering your 30s career resume 4 secrets of career boosting companies Avoiding burnout for high achievers Battling job search anxiety Bill Campbell: https://en.wikipedia.org/wiki/Bill_Campbell_(business_executive) Crafting a compelling career story JZ: https://www.linkedin.com/in/jiaona/ Shadows of your superpowers (Part 1) Shadows of your superpowers (Part 2) Shedding perceptions: Moving from lone wolf to team player Six superpowers of product managers Stage of company: A career unlock The art of building your personal brand – Where to find Nikhyl: Twitter LinkedIn – Find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok – Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. You can also email me at nikhyl@skip.community – Timestamps: (00:00) How to help the Skip community (01:37) Lenny’s Summit (04:10) Breaking your career into levels (07:33) Crafting a compelling career story (10:26) All elite PMs find “peak roles” (12:15) “The reputation you build today is the brand you’ll have tomorrow” (13:17) Avoiding burnout (16:13) Knowing the shadow of your superpower (18:13) Don’t build a career alone (18:53) Summary of advice (20:19) Special announcement This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
A great career story can accelerate growth, yet most struggle to craft one. Even top performers fall short, telling stories that are overly detailed, abstract, jargon-filled, or poorly structured – all of which can lose a listener's interest. The first 30 seconds are crucial; you need to hook your audience quickly. Think of the beginning of your story as a movie trailer: highlight the most engaging aspects rather than chronologically detailing every event. This episode focuses on crafting a captivating 30-second introduction to your career story that engages listeners and enhances your professional profile. We've taken a unique approach by inviting Skip community members to submit their career stories for a live workshop. You'll hear real examples of me coaching engineering and product leaders, demonstrating the transformation from initial attempts to polished and punchy narratives. We also discuss: Common storytelling mistakes that everybody makes Techniques for weaving a theme into your story Effective strategies that will hook listeners Adapting your story for various audiences and situations Balancing between brevity and showcasing your unique value Referenced: Crafting a compelling career story Founder Mode, done right with Shreyas Doshi Where to find Nikhyl: Twitter LinkedIn Find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. You can also email me at nikhyl@skip.community Timestamps (00:00) Episode teaser: Mastering your 30s resume (01:15) Common mistakes everybody makes (09:42) Why you need a 30s and 2m career story (12:21) Showing the trailer, not the movie (16:44) Example 1 (17:28) Thinking about story sequencing (19:04) Example 2 (19:44) Avoiding detail (21:21) Example 3 (before) (21:54) Avoid abstract stories (23:52) Example 3 (after) (24:41) The art of thematic narratives (28:29) Example 4 (before) (29:18) Crafting a theme (29:51) Example 4 (after) (31:24) Avoiding jargon (34:51) Tailoring communication tempo (36:19) Example 5 (before and after) (39:04) Example of a strong 30s resume (41:13) Preparing multiple versions (45:20) Nikhyl’s strong but generic resume (47:50) Nikhyl’s deeper version (50:57) How to submit your career story (52:50) Get in touch with Nikhyl This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
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The Skip Podcast
1 Founder Mode, done right | Shreyas Doshi (ex-Stripe, Twitter, Google, Yahoo) 1:15:43
1:15:43 Відтворити Пізніше Відтворити Пізніше Списки Подобається Подобається1:15:43
Відтворити Пізніше Відтворити Пізніше Списки Подобається ПодобаєтьсяIn this episode, I’m joined by product and leadership expert Shreyas Doshi to dissect Founder Mode, why it’s appealing, and how to activate it. We dive deep into Paul Graham's recent essay which struck a chord in the tech community and resonated strongly with many founders and leaders. We also discuss: Why founder mode is a mindset, not a title Whether founder mode is good or bad Balancing detail and delegation The importance of product sense and good judgment Mastering founder mode as a product leader Operational insights from Meta and Stripe Referenced: Crafting a compelling career story: https://www.youtube.com/watch?v=0Reh9wTUIYc&t=928s Paul Graham’s "Founder Mode": https://paulgraham.com/foundermode.html Shreyas’ Tweet on founder mode’: https://x.com/shreyas/status/1830767630917214318 Six superpowers of product managers: https://www.youtube.com/watch?v=OnsSwHP3d-c Shreyas’ previous appearance on the podcast: https://www.youtube.com/watch?v=y_TnXtnY3QM&t=23s The 3 types of product leaders: https://x.com/shreyas/status/1375491623308550144 Where to find Shreyas: Twitter/X LinkedIn YouTube Where to find Nikhyl: Twitter/X LinkedIn Find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. You can also email me at nikhyl@skip.community Timestamps (00:00) Teaser: Unpacking founder mode (02:47) What Shreyas has been up to (04:04) Shreyas’ take on founder mode (08:59) Why judgment and product sense is critical (13:04) Balancing detail and delegation (20:57) The key question for founders about ownership (23:01) Not every company needs a CPO or Head of Product (28:07) When product people should prioritize detail (31:32) What everyone gets wrong about Steve Jobs (34:22) Shreyas’ observation about John and Patrick Collison (38:17) Nikhyl’s observation about Mark Zuckerberg (40:05) Founder vs manager mode (43:40) Should leaders avoid manager mode? (48:17) Chase impact, not optics (57:00) The 3 types of product leaders (60:46) Aligning your environment, opinion, and superpower (63:10) Shreyas’ non-consensus view on building product (67:52) Mastering founder mode as a PM (72:58) Getting in touch with Shreyas (74:49) How to find Nikhyl This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
Not all successful companies can supercharge your career. And not all companies that struggle are bad for your career. How can you tell if your company, or one that you are consider, will supercharge your career? In this episode, we'll explore four key characteristics of career-accelerating companies: speed, market position, quality of talent, and development culture. Whether you're job hunting or evaluating your current role, these insights will help you identify environments that truly foster career growth. – We also discuss: Strong signals of a supercharged company Why shipping velocity is crucial Learning opportunities at immature companies Looking for companies with strong talent What makes an excellent development culture – Referenced: Crafting a compelling career story: https://www.youtube.com/watch?v=0Reh9wTUIYc&t=913s Greatest hits on career advice with Peter Yang: https://www.youtube.com/watch?v=-BcCHEXAVVk Is my next job at a startup or big tech?: https://www.youtube.com/watch?v=MiELOo4_XGg&t=9s Should I join or leave an ex-hypergrowth company: https://www.youtube.com/watch?v=5-rr1cYYfEU Six superpowers of product managers: https://www.youtube.com/watch?v=OnsSwHP3d-c Stage of Company: A career unlock: https://www.youtube.com/watch?v=H59CRHQ6va0&t=2053s – Where to find Nikhyl: LinkedIn Twitter/X Threads Find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, Twitter or email me at: nikhyl@skip.community – Timestamps (00:00) Episode Teaser: How to 10x your career (01:10) Introducing the framework (03:41) The caller’s question (05:00) 1: Speed and execution (08:43) 2: Market position (11:47) 3: Quality of talent (15:27) 4: Development culture (20:22) How to get in touch This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
In this short and sharp "peacast" episode of The Skip, I share insights from a conversation with a pregnant Product Executive facing a career dilemma. She was convinced she needed to leave her current company, but while searching for a job, she got pregnant. And now she's been offered a new role at her company due to a reorganization. We discuss her options: accept the role, take a less senior role post-maternity leave, or seek opportunities elsewhere. – We also discuss: Maximizing career potential without sacrificing family Reframing career decisions in the context of long-term growth How to have it all, just not at once The value of wartime leadership experience Overcoming job search anxiety – Referenced: Avoiding burnout for high achievers – Where to find Nikhyl: LinkedIn Twitter/X Threads – Find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, Twitter or email me at: nikhyl@skip.community – Timestamps (00:07) Applying my career framework to the caller’s case (02:13) Caller context (02:52) Why one option is a “no-brainer” (03:58) The value of wartime leadership experience (07:43) Why you won’t regret choosing family > career (09:53) The wisdom in “playing it safe” (11:11) Key takeaways (11:44) How to get in touch This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
Many product managers focus on brand names or job titles, overlooking a crucial factor: company growth stage. This episode reveals how a company's phase - from startup to market leader - shapes your work and career path. We explore the four key growth stages, how product management evolves, and how to align your strengths with the right stage. Featuring insights from seasoned product leaders, learn to identify your ideal company stage and navigate transitions. This episode is your guide to making strategic career moves in product management by leveraging the often-overlooked power of company growth stages. We also discuss: The 4 stages of company growth: drunken walk, product market fit, hypergrowth, and established market leader How PM roles evolve across stages Matching your skills to each stage Intentionally choosing your company stage The value of diverse stage experience for successful PMs Strategies to gain multi-stage experience Referenced: Stage of company, not name of company: https://theskip.substack.com/p/stage-of-company-not-name-of-company Shadows of your superpowers (Part 1): https://www.youtube.com/watch?v=XZbjvymjabA&t=912s Shadows of your superpowers (Part 2): https://www.youtube.com/watch?v=lcdb5enbDLE Where to find Nikhyl: LinkedIn Twitter/X Threads Find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. Timestamps (00:00) Intentionally choosing your company stage (episode teaser) (01:25) The importance of company stage (02:47) 3 common questions from PMs (05:383) The link between PM and company stages (07:48) The 4 company stages (13:45) What’s unique about early-stage PMs (15:24) How PM evolves when there’s customer traction (18:00) Product management at a hypergrowth company (21:50) One example of what changes between the first three stages (24:49) PM at an established leader (30:04) How to know which stage is right for you (37:03) Spotting when it’s time for something new (38:36) Choose your stage of company wisely (41:38) Why top product people have multi-stage experience (43:28) How to get in touch This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
Personal branding is a crucial yet often misunderstood aspect of career development. Many professionals mistake personal brand for self-promotion or social media showmanship. This episode debunks these myths and reveals the true power of strategic personal branding. Featuring insights from two tech executives, Annie Pearl of Microsoft and Iska Saric of Meta, we pull back the curtain on how industry leaders craft and wield their personal brands to open doors, land dream roles, and shape their legacies. The episode provides actionable strategies to build an authentic and compelling brand that catapults your career forward. We also discuss: The critical distinction between reputation and brand Why you don’t need to become an influencer The power of ‘peak roles’ in accelerating your career Tailoring your brand story to specific audiences Strategies for expanding your professional network Navigating gender dynamics in personal branding The 30-minute per week method to brand-building Referenced: Annie Pearl, CVP at Microsoft: https://www.linkedin.com/in/anniepearl/ Iska Saric, VP of Communications at Meta: https://www.linkedin.com/in/iska-saric-97210212/ Crafting a compelling career story: https://www.youtube.com/watch?v=0Reh9wTUIYc&t=1078s Where to find Nikhyl: LinkedIn Twitter/X Threads Find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. Timestamps (00:00) Episode format (02:14) Why brand matters (04:47) Building a brand ≠ becoming an influence (08:14) Reputation versus brand (10:28) How to establish a reputation (13:55) Leveraging professional connections (18:08) The role that will transform your career (24:12) Crafting and communicating your brand (30:09) The "30-minute per week" method (30:49) Navigating (35:36) Key takeaways from this episode (35:56) How to get in touch This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
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The Skip Podcast
Join host Nikhyl Singhal in this fascinating episode of ‘The Skip’ Podcast, as he explores the unique characteristics and opportunities of big tech companies in the current economic climate. Nikhyl discusses the challenges and advantages of working in big tech, defined by companies like Microsoft, Apple, Google, Meta, and Amazon. Learn about the changing landscape of the industry and how professionals can make the most of their big tech experience, such as leveraging transferable skills, networking opportunities, and the chance to work on diverse projects. Additionally, Nikhyl shares insights into the increased number of individual contributor (IC) roles in the industry and why delaying managing teams can be highly career additive. Connect with The Skip The Skip: Newsletter | Website | LinkedIn CPO Group Nikhyl Singhal: LinkedIn | Twitter | Facebook Full Show-notes: 00:00 - Nikhyl explains why growth companies aren't as attractive and how big tech is different. 02:07 - Defining big tech and examples of companies that fit this category. 04:09 - The culture and hiring practices in big tech companies before 2022. 10:30 - Challenges big tech companies face in creating new innovations… and their track record. 11:27 - The changing environment and opportunities for working in big tech pre- and post-2022. 13:03 - Transferable skills gained from working in big tech make employees attractive in the job market. 15:46 - Networking opportunities available at big tech companies due to their large employee base. 20:12 - The ease of distribution in big tech and the challenge of creating connected products. 22:20 - Larger organizations require employees to stay longer to make a significant impact. 23:50 - Challenges of building things in big tech companies, such as finding the right role. 24:41 - Big tech companies are hiring fewer managers and pushing them closer to individual contributors (ICs) . 28:37 - Industry push for management roles led to weaker managers and less depth of craft. 30:53 - Importance of building a strong skill set before becoming a manager. 31:48 - Four major types of ambiguities in careers: growth, crafting and market, organizational complexities, and domain expertise. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
In this episode of 'The Skip' podcast, host Nikhyl Singhal discusses the challenges and implications of ex-growth companies in the current market landscape. He delves into the consequences of overvaluation, the impact on employees and company culture, and the emergence of a new crop of prudent, conservative growth companies. Nikhyl provides valuable insights for those considering joining or staying in ex-growth companies and emphasizes the importance of exploring other stages of companies for more lucrative opportunities. Time-codes: 00:00:00 Introduction to the episode focused on growth companies and ex-growth companies. 00:02:00 Explanation of the three main stages of companies: startups, growth companies, and big tech or late-stage technology companies. 00:05:00 Market shift towards sustainability, impacting growth companies and their focus on innovation. 00:07:00 The challenges faced by executive teams in ex-growth companies as they transition from growth to sustainability. 00:10:00 - Executives are getting fired or layered in growth management teams due to skills mismatch or other factors, leading to organizational changes. 00:12:00 - The cultures in hypergrowth companies are becoming more aggressive and toxic as CEOs exert pressure and anxieties increase. 00:13:00 - Compensation was great in these companies, but with the drop in valuations, executives are making significantly less than they expected. 00:17:00 - Advice for individuals in or considering joining an ex-growth company: the culture will likely worsen, equity may not generate expected returns, and exits may not happen easily. 00:23:00 - Nikhyl discusses the consequences of overvaluation and adjusting expectations in terms of growth and valuation. 00:25:00 - He highlights the potential resentment and frustration among employees who feel undervalued while contributing to the company's survival and eventual success. 00:26:00 - Nikhyl points out the existence of a new crop of growth companies that are more prudent and conservative, offering a more attractive option for job seekers. 00:28:00 - He emphasizes the need to be wary of ex-growth companies and consider other stages of companies that could be more lucrative. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
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The Skip Podcast
On this episode, The Skip Podcast host Nikhyl Singhal interviews Markie Wagner, an AI expert and founder of Delphi Labs . Markie and Nikhyl discuss the transformative impact of artificial intelligence and its potential to reshape workflows. Markie shares her early experiences with computers and how her passion for building things and writing code led to her impact on the world through STEM education. The conversation explores the implications of AI for individuals at different stages of their careers and the boundless opportunities it presents. Markie Wagner is the founder of Delphi Labs ( @delphi_labs ), a research and advisory firm focused on applied AI and frontier technology. Her goal is to partner with companies to build ambitious applications of new technology and play a mission-critical role in the creation of institutions that matter in the human story. Prior to founding Delphi Labs, Markie worked as a researcher at Stanford and Waymo. Her interests include automating everything, new nations, psychographics , zk-proof applications , and artificial intelligence , particularly reinforcement learning and graph neural nets. Connecting with The Skip The Skip: Newsletter | Website | LinkedIn CPO Group Nikhyl Singhal: LinkedIn | Twitter | Facebook Markie Wagner: Twitter | Website Show Notes: 00:18 - Introducing AI expert Markie Wagner and her unique story. 03:12 - Markie's early days with computers and engagement with Yahoo Answers and online games. 07:17 - The anonymity of the internet allowed Markie to interact with others without revealing her young age. 11:34 - Markie's early experiences with website creation and learning through experimentation. 16:10 - Markie's school project focused on her love for the iPhone. 18:39 - Markie's middle school experience creating a charades game for the App Store. 21:28 - Learning from tech greats and building an institution to change the world. 25:56 - The difference between good and bad quests and why people tend to fall into bad quests by default . 34:21 - Markie's transition to making a meaningful impact on the world through STEM education. 36:56 - Markie's efforts to set up STEM programs in her high school and neighboring schools. 41:53 - Markie's fascination with machine learning and artificial intelligence begins in high school. 45:34 - Markie's love for startups and working with founders during her time at Stanford. 47:30 - Setting up AI teams and orgs for public companies and those about to go public. 48:00 - Markie's decision to leave Stanford and focus on Delphi Labs. 49:12 - Markie's perspective on the hype around AI and its genuinely transformative nature. 53:19 - Career guidance for those worried about the impact of AI on their careers. 55:21 - The importance of individual contributor work and transitioning to management. 56:53 - Markie discusses the secret to her success: judgment, interesting work, and grit. 58:52 - Markie shares her experience with perseverance and grit in achieving her goals. 01:02:01 - Reflecting on the impact of one's work and considering a change if it doesn't make a meaningful difference. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
In this podcast episode, Nikhyl is joined once again by Anneka Gupta , Annie Pearl, Briana Ings, and Shirley Lin. The group explores the topics of how to recognize and recover from burnout, as well as to achieve a healthy work-life balance. They discuss the personal nature of burnout and how it's not simply a matter of comparing the two columns of “work” and “life.” The group suggests that if you're feeling burnt out or unsure if you're on the right path, it's time to reflect on your work and make changes to achieve a more balanced state. Nikhyl advises aiming for the "yellow" as a North Star and taking corrective action to prioritize tasks and achieve a healthier state. Overall, the episode provides practical advice for anyone experiencing burnout, emphasizing the importance of self-reflection and taking action to achieve a healthier work-life balance. Nikhyl's advice to aim for a more balanced state and prioritize tasks is a helpful reminder that perfect balance may be unattainable, but making incremental changes can lead to significant improvements in mental and emotional well-being. Thanks to this group of incredible women for joining and sharing their endless wisdom. We hope to have further discussions on other big career topics. Please share the podcast with your friends :) Connect with The Skip The Skip: Newsletter | Website | LinkedIn CPO Group Nikhyl Singhal: LinkedIn | Twitter | Facebook Anneka Gupta: LinkedIn | Twitter Annie Pearl: LinkedIn | Instagram Brianna Ings: LinkedIn | Instagram Shirley Lin: LinkedIn Full Show Notes: [0:00] Welcome to The Skip! [0:10] Introducing our guests Anneka, Annie, Briana, and Shirley! [0:30] Starting with Anneka Gupta, CPO of Rubik, Inc. - how does she handle “work/life balance?” [0:45] “I would phrase it not as ‘what do I have to fit into the box of my life’, but what do I want to fit into the box of my life?” [2:30] Brianna Ings - VP of Product at ClickUp - how does she handle work/life balance? [2:30] “I have a four month old daughter. And so the big thing for me is figuring out my new normal. So I really wanna prioritize spending time with my daughter, my husband, we used to have dinner together every night, and I wanna maintain that.” [4:00] How does Shirley Lin find joy in her life? [4:30] “my husband and I try to make sure we're connecting, but we confess, there are some nights where we kind of stand at the kitchen counter and we're eating a dinner of Salami, cheese and a glass of wine, and we're saying like, that's pretty good; good enough.“ [5:30] Does being an experienced Project Manager help Annie Pearl, CPO of Calendly, decide how to effectively optimize her time? [9:00] As part of the new norm for Executives in the Zoom era, Briana vividly narrates her experience of multitasking; juggling between an important meeting, and keeping an eye on her baby daughter as she pumps breast milk. [11:30] Has anyone ever had to hold back professionally because of the need to balance time and commitments, even if it meant passing up a great opportunity at a top company? [15:45] In a graduation speech, Shonda Rhimes talked about the challenges of being a working parent. She said that whenever she appears to be succeeding in one area of her life, it often means she's struggling in another. [17:00] The additional pressures of being a working parents and the worry of the expectations of others [22:30] Many people are struggling with burnout and a sense of failure. To overcome this, it's essential to examine our relationship with work and make changes that will lead to a more fulfilling and sustainable path forward. [24:30] Nikhyl advises those feeling burnt out to aim for a more balanced state, using the "yellow" as a North Star. He emphasizes the importance of taking corrective action to prioritize tasks and achieve a healthier state, even if perfect balance is unattainable. [26:30] “There's always things that are going wrong, but can I find joy in growing and trying to get through the hardship?” [31:00] How do you make sure you prioritize yourself? [34:00] Briana struggled with saying "no" in her career, including a time when she was asked to travel for work despite not wanting to leave her daughter. She learned to prioritize her own desires and set boundaries by saying "no" when necessary, allowing her to feel more in control of her time. [36:00] Nikhyl shares his thoughts on the challenges of outsourcing and asks for personal tips from the group who are all working moms with busy schedules. Are there any "executive hacks"? [38:00] How does this group plan and schedule vacations? [46:00] Nikhyl advises leaders who are considering bigger, more demanding roles to check in and test their capacity before taking the plunge to avoid burnout. —----- The Skip podcast is designed to help tech professionals take control of their careers and achieve their professional goals. Hosted by Nikhyl Singhal, a successful founder, head of product, and executive, the podcast offers guidance on navigating important career decisions, management challenges, and personal crossroads. Nikhyl has helped hundreds of leaders in the tech industry maximize their happiness and professional life. He understands that career is one of the most critical parts of a person's identity and that many people struggle to navigate the complex landscape of job transitions, skills development, and long-term career planning. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
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The Skip Podcast
1 How to avoid getting stuck in your career with Shreyas Doshi 1:01:15
1:01:15 Відтворити Пізніше Відтворити Пізніше Списки Подобається Подобається1:01:15
Відтворити Пізніше Відтворити Пізніше Списки Подобається Подобається#5: Welcome back to the Skip podcast! In this episode, Nikhyl invites Shreyas Doshi to discuss the ever-evolving role that Product managers have in today's business world, finding yourself “stuck” in the ‘middle-stage’ of your career and how making high-quality career decisions is more important than ever. Using more than a decade of experience, Shreyas also describes vastly different experiences in similar roles at similar (or sometimes very different) companies, following your own internal excitement to help guide you in the proper direction, and how to optimally manage the critical transition from an operator role into an advisory role. Shreyas Doshi has led & scaled products at Stripe, Twitter, Google, and Yahoo in over 15 years as a product manager & PM leader. In this next chapter of his career, he is an advisor for fast-growing startups across the globe and is building out content & courses based on his experience of building successful products & teams across various domains. Connect with The Skip The Skip: Newsletter | Website | LinkedIn CPO Group Nikhyl Singhal: LinkedIn | Twitter | Facebook Shreyas Doshi: LinkedIn | Twitter | Website Full Show Notes: [1:00] Welcome to The Skip! [2:00] Introducing our guest Shreyas Doshi [3:00] “Careers are made by not one playbook, but having many playbooks. Every new challenge is not a page out of a previous playbook, but it's a blend of all these different lessons that one's learned.“ - Nikhyl Singhal [4:00] Sheryas’ experience as PM at Stripe, and redefining the idea of Product Management [9:00] “Trying to put product management as a role in a spreadsheet with cells and specific rules doesn't quite work in my opinion.” - Shreyas Doshi [10:00] How different companies and different company cultures impact the role of Product Managers [14:30] In the 'Act Two’ of your career, how do you best shift to an advisory role? [20:00] It can be useful to follow the emotional excitement about particular opportunities, and using that to gain momentum that eventually leads you to the right opportunity down the road [22:30] Quality Questions as a Superpower… The efficacy of your role as an advisor likely depends largely on the quality of the questions you ask. [24:00] Nudge, nudge: Follow Shreyas on Twitter [25:00] Sheryas’ sought his own advisors to figure out what’s next, and the answer was building effective courses [28:00] “My hypothesis was that if I structure this in a unique way and if I treat this course, like I would treat a product and kind of basically just like product manage it, since that I can have the right kind of effect on my users, in this case, my students, then that would be a wonderful kind of experience and hopefully useful for students. And that hypothesis, I would say, has been proven at this point because a lot of people have told me that it substantially changed the way they were thinking about their career.” - Shreyas Doshi [32:00] Discussing Shreyas’ tweet on success in academics vs. professional life [36:00] One's career may reach a point where they feel like they are no longer advancing or growing, which is commonly known as career plateauing, and this stage often causes a great deal of frustration [42:30] The difficulties of going from a large company with many layers of structure to a startup with essentially no multi-domain structure [44:00] Eric Wienstein’s “High Agency ” [48:00] “Especially as leaders, most of our problems are actually in many ways messaging problems - because we know what the right thing is, and how we got to that conclusion, but there are so many challenges along the way to kind of message it in a way that resonates with everybody.” -Shreyas Doshi [51:00] It is important to keep in mind that both internal and organizational changes require a significant amount of time [52:00] For individuals who feel like they are at a standstill in their career, Shreyas offers advice on how to move forward. [53:00] Be rigorous about your career decisions. Take pride in your career. [1:00:00] Find Shreyas on Twitter and Linkedin ! —----- The Skip podcast helps tech professionals get ahead in their career. It’s hosted by Nikhyl Singhal, a successful founder, head of product, and executive. He coaches more than 100 executives, managers, and rising stars navigate important career decisions, management challenges, and personal crossroads to maximize their happiness and professional life. Join entrepreneur, coach, and Facebook VP Nikhyl Singhal as he offers guidance on navigating important career decisions, management challenges, and personal crossroads. For many, career is one of the most critical parts of identity. Yet most people don’t have a clear sense of how to maximize their current position, evaluate job transitions, or invest in the right long-term skills to optimize their professional life. Unfortunately, if you work at a company, your manager is rarely capable or incentivized to help you develop the necessary skills or to think through transitions. And most self-help books and articles focus on your current role, not on the next one or on any sort of long-term career roadmap. Nikhyl advises nearly a hundred leaders on their tech careers. Nikhyl is certain, however, there are many others also looking to become more intentional about their career choices – which has led him to produce this podcast. Each edition, Nikhyl will dive into some of the common questions he encounters and give his distinctive insight with the hope of reaching as many people as possible. Though Nikhyl mostly works with tech leaders, he believes the themes apply to anyone looking to shape a fulfilling career. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
#4: Equity, stock options, and other compensation; a complex topic that has essentially limitless negotiable options. We are going to be walking through the basics to lay a foundation and then we will break down the most common mistakes that people make in this area. If you need to know more about offer letters, vesting stocks, and managing exits this episode is for you! Connect with The Skip The Skip: Newsletter | Website | LinkedIn CPO Group Nikhyl Singhal: LinkedIn | Twitter | Facebook Lynda Galligan: Goodwin Profile Anthony McCusker: Goodwin Profile Full Show Notes: [0:00] Welcome to The Skip! [2:30] Introducing our guests Anthony McCusker and Lynda Galligan - Attorneys at Goodwin Procter [4:00] Our first example: Startup X offers you an equity package [10:00] What questions do you typically want to make sure that the employee just sort of understands when they're looking at compensation? [12:30] Is the number of shares in the offer important? Balance against the percentage of shares available [16:30] Tax liability when a company has more value on paper than reality [21:30] An 83B election [14:30] Vested options vs unvested options [27:30] Post-termination exercise periods [29:30] Incentive Stock Options or ISOs [37:00] Exploring rainy day scenarios [41:00] You have stock options but the market or company value is going down. What do you do? [43:00] Risks that are specific to private company scenarios [45:00] 409A evaluations [48:00] Important tax stipulations that disallow repricing the same option [49:30] A reminder that none of the conversation today should be regarded as legal advice [50:00] Thank you Anthony McCusker and Lynda Galligan! [51:30] Episode summary and wrap up with Nikhyl —----- The Skip podcast helps tech professionals get ahead in their career. It’s hosted by Nikhyl Singhal, a successful founder, head of product, and executive. He coaches more than 100 executives, managers, and rising stars navigate important career decisions, management challenges, and personal crossroads to maximize their happiness and professional life. Join entrepreneur, coach, and Facebook VP Nikhyl Singhal as he offers guidance on navigating important career decisions, management challenges, and personal crossroads. For many, career is one of the most critical parts of identity. Yet most people don’t have a clear sense of how to maximize their current position, evaluate job transitions, or invest in the right long-term skills to optimize their professional life. Unfortunately, if you work at a company, your manager is rarely capable or incentivized to help you develop the necessary skills or to think through transitions. And most self-help books and articles focus on your current role, not on the next one or on any sort of long-term career roadmap. Nikhyl advises nearly a hundred leaders on their tech careers. Nikhyl is certain, however, there are many others also looking to become more intentional about their career choices – which has led him to produce this podcast. Each edition, Nikhyl will dive into some of the common questions he encounters and give his distinctive insight with the hope of reaching as many people as possible. Though Nikhyl mostly works with tech leaders, he believes the themes apply to anyone looking to shape a fulfilling career. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
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The Skip Podcast
1 Discussing career transitions with Heads of Products from Calendly, ClickUp, Divvy Homes, and Rubrik 1:26:26
1:26:26 Відтворити Пізніше Відтворити Пізніше Списки Подобається Подобається1:26:26
Відтворити Пізніше Відтворити Пізніше Списки Подобається ПодобаєтьсяCareer transitions are filled with dozens of questions and pitfalls. Join Nikhyl Singhal and four product leaders from the Skip CPO group to discuss the challenges associated with big career decisions. Briana Ings (ClickUp), Anneka Gupta (Rubrik), Shirley Lin (Divvy Homes), and Annie Pearl (Calendly) bring dozens of years of leadership experience to the conversation, as they discuss when to leave (and not) leave your company, how to research the next opportunity, manage the interview process, and successfully interview and land that great next job. Don’t miss their inside tips on what they look for in interviews, common mistakes to avoid, and how they evaluate opportunities. Connect with The Skip: Newsletter | Podcast | CPO Group Follow Nikhyl Singhal on LinkedIn | Twitter Follow Anneka Gupta on LinkedIn Follow Annie Pearl on LinkedIn Follow Brianna Ings on LinkedIn Follow Shirley Lin on LinkedIn Full Show Notes: [0:00] Welcome to The Skip! [1:30] Introducing our guests Anneka, Annie, Briana, and Shirley! [3:30] Shirley Lin describes the company culture differences between Divvy Homes and Airbnb [6:00] The Skip Community for CPOs [8:30] “The head of product or a CPO role, it can be very lonely. You have a lot of pressure on you.” [12:00] Career errors, specifically in times of transitions into and out of roles [13:30] What to do when a company changes dramatically in size and/or in culture [14:30] “It was actually the point where I was frustrated, where I worked through those frustrations and helped solve those problems where I had the greatest growth. Both in terms of my title and getting responsibility, but also just from a personal level and having to figure out a way through those difficult times.” [17:30] Do good companies pass on good people? [21:30] Should you ask for feedback after an interview? Or after getting turned down for a position? [25:30] Pregnancy, life changes, and other times of absence [30:00] There really is no “one size fits all” for every career situation. Every person has a unique and personal journey to creating the career of their dreams [34:00] When looking for a new job, what is the process and where should you look first? [39:00] What does crafting a career framework look like? [45:00] A name with a well-known brand VS. a company that is a great unique fit for you [48:00] “It’s always easier to find a job when you have a job.” [54:00] Factoring in your seniority when thinking about finding a job (and leaving your current job) [1:01:00] Biggest pet peeves NOT to do in an interview! [1:06:30] Interviewing and the “take-home” interview [1:13:00] How to decide which of your references to use for your interview and resume [1:15:00] Finding references for the company you are interviewing with or in other words interviewing in reverse. [1:16:30] Wisdom in determining if a company is worth joining or not [1:22:00] “Your boss doesn’t need to be your best friend.” (And respect over friendliness) —----- The Skip podcast helps tech professionals get ahead in their career. It’s hosted by Nikhyl Singhal, a successful founder, head of product, and executive. He coaches more than 100 executives, managers, and rising stars navigate important career decisions, management challenges, and personal crossroads to maximize their happiness and professional life. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
Tech moves fast and is ever evolving. But career worries remain constant and can weigh heavily. In this second Skip podcast, Nikhyl Singhal highlights what he calls “career frequently asked questions”: common concerns people share with him, and how you might approach these concerns to reach the best results for your own professional life. Building a career framework is important, but assessing the complexities branching off of it is vital as well. And he’s hoping you will keep the questions coming! Connect with The Skip: Newsletter | Podcast | CPO Group Follow Nikhyl Singhal on LinkedIn | Twitter Full Show Notes: [0:00] Welcome to The Skip! [1:00] The concept of “the double jump” [1:30] “If you look through most people's LinkedIn, you'll see there are multiple paragraphs because it'll be “I started in this role and then I went to the second role” and sometimes it's because things weren't working out, but most of the time it's because the company was growing and there was a new need. Companies aren't static, and in fact, if they are, that's probably not the best company to join.” [5:30] “Boring” jobs and the perception of long-tenure VS. short-tenure for a hiring manager [9:00] “Boring roles can be very career additive.” [10:00] “I'm more agnostic to the type of company I'm going to work for in terms of the product, and I'm more trying to make sure that the work I do is career additive, the culture, the people, the values, the speed in which I've seen… that matters a lot.” [15:30] How much time should you dedicate to personal professional development? [16:30] Sometimes, the best value an opportunity will bring you is the people that it connects you with [21:30] Nikhyl’s first startup experience [24:30] The size of the company can often dictate your ability to grow and develop professionally [25:30] Review and conclusion: Consider the double-jump, because the best roles aren’t often available to outsiders. Long tenures at your current company can be good to ensure that you are showing grit and learning. Boring is not a bug, it might be the most career additive. Your professional life should be more than your day job (lower pace might be smart). Meet the people you work with and stay in touch with them. Consider the talent band and ensure you are intentional about where you fit. —----- The Skip podcast helps tech professionals get ahead in their career. It’s hosted by Nikhyl Singhal, a successful founder, head of product, and executive. He coaches more than 100 executives, managers, and rising stars navigate important career decisions, management challenges, and personal crossroads to maximize their happiness and professional life. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
You’re wondering if you should stay in your current role, or maybe you’re stressed about accepting a new one. Well, you’re not alone. In his decade of career coaching, Nikhyl Singhal has often listened to executives wrestle with these dilemmas. And in this first Skip Podcast, he poses five specific questions that he believes can help you create your best path forward and shape your career framework. Connect with The Skip: Newsletter | Podcast | CPO Group Follow Nikhyl Singhal on LinkedIn | Twitter Full Show Notes: [0:00] Welcome to The Skip! [2:30] “The challenge is that you want a career framework that's very personal to you, and so if your list and everyone else's list is the same, well, then you're not really gonna be able to make that decision around stay VS. go or job one VS. job two” [3:30] Predicament: Job one VS. job two - how to think about different opportunities [4:30] “Retirement is less interesting to people than finding a really satisfying career.” [7:30] The traits of being an exceptional manager vs. the traits of being an exceptional entrepreneur [8:00] Start of the “five career framework principles” section [8:30] First Principle: The story that this opportunity will bring to your next opportunity [11:30] Second Principle: How fast will you find a groove in this new position? [13:30] “Sometimes it's better to find a role, perhaps a little smaller, where you can crush. You feel like yourself in six months; you are seen, people love the work you are doing, and then you get thrust into the next new opportunity. That opportunity might be much more challenging, much more scope, much more opportunity to be a manager, but then you come with confidence. And that second job is where you really do your damage.” [14:30] Third Principle: The growth rate of the company [17:00] Fourth Principle: How will this opportunity add diversity to your portfolio/resume? [19:00] Fifth Principle: Pace of work… Are you looking to work 80 hour weeks, or are you at a stage of life where you need to be allowed a flexible schedule? [20:30] “ Nobody loves reducing their free time. But ultimately there are times, and certainly I had these [times], where work was almost my primary focus. [...] And I think that there are times when I try to do things a little bit more in balance, but [I’m referring to] that moment in which you determine, “Hey, for this chapter, this is the space I want the job to take” allows you to then examine the job you are considering in that light.” —----- The Skip podcast helps tech professionals get ahead in their career. It’s hosted by Nikhyl Singhal, a successful founder, head of product, and executive. He coaches more than 100 executives, managers, and rising stars navigate important career decisions, management challenges, and personal crossroads to maximize their happiness and professional life. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
The Skip Podcast helps tech professionals get ahead in their career. It’s hosted by Nikhyl Singhal, a successful founder, head of product, and executive. He has helped scale four of the most successful tech products ever: Facebook, Credit Karma, Google Photos, and Google Hangouts. And he coaches more than 100 executives, managers, and rising stars in navigating important career decisions, management challenges, and personal crossroads to maximize their happiness and professional life. So subscribe to this podcast to hear from him and other executives as they teach unique career lessons. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
Navigating job transitions in today's competitive tech landscape is difficult. Many people get stuck between roles, and an extended job search can dent your confidence. You might doubt your past achievements, question your current skills, and worry about what's next. In today’s episode, we tackle job hunting in today’s tough market. I share insights from a real coaching session with a design leader who's struggling after being out of work for a few months. The episode is packed with concrete tools, useful tips, and proven strategies to help you navigate a job transition. – We also discuss: The mindset needed when in between jobs Rebuilding your confidence from the ground up The role of grit and hustle in an extended job search How to run an effective job search Making the most of your time between jobs Transforming your mental, physical, and social game – Referenced: Avoiding burnout for high achievers Steve Jobs 2005 Commencement speech – Where to find Nikhyl: LinkedIn Twitter/X Threads – Find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. – Timestamps (00:00) Episode teaser (01:45) Navigating a job transition (04:34) The caller’s crisis of confidence (10:22) Nikhyl’s advice (16:24) Several strategies for effective job searches (17:53) Pro Tip 1: Set realistic expectations (21:41) Pro Tip 2: Work on yourself (28:04) Pro Tip 3: Treat your craft like an athlete (30:40) Pro Tip 4: Don’t cut your search short (34:50) Pro Tip 5: Run the process with grit and hustle (41:33) Pro Tip 6: Take advantage of the US calendar (43:55) Pro Tip 7: Don’t try to find the ‘perfect role’ (47:55) Pro Tip 8: Bet on yourself (48:59) Key takeaways from this episode (51:02) How to get in touch This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
Around 10-20% of my coaching calls tackle burnout. Despite being a deeply personal experience, burnout frequently affects high achievers, who often don't have the time to develop effective coping strategies. In today's episode, we dissect several paraphrased conversations, drawing from years of career coaching experience, offering insights and practical advice to help you manage burnout, set healthy boundaries, and cultivate a resilient mindset. – In today's episode, we discuss: Why burnout is a deeply personal experience Insights on burnout from real-world examples Why burnout is a side effect of success Adopting a long-term career view The importance of finding a hobby Avoiding low-energy work – Referenced: Balancing Work and Life: Insights from Nikhyl and the Skip CPO group – Where to find Nikhyl: Twitter/X LinkedIn – Find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok This episode on YouTube Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter/X. – Timestamps (00:00) Why you resent your company (01:35) People experience burnout differently (04:52) Today’s episode format (05:36) The mindset needed to enforce boundaries (07:25) Observation 1: High performing companies will always push their best people (11:45) Observation 2: Family planning will require you to rework the timing of your career plan (17:23) Observation 3: Ambitious, overworked people will eventually resent their job (23:21) Pro tip 1: Changing your mindset toward burnout (24:58) Pro tip 2: Finding a hobby forces joy on your calendar (29:00) Pro tip 3: Recognizing what drives low energy at work (31:04) Key takeaways from this episode (32:39) How to get in touch This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
After a three-month hiatus, The Skip returns with exciting news: April marked my departure from Meta, and I'm now fully focused on The Skip. Though leaving was a difficult choice, the decision highlighted something important: effectively telling your career story matters more than ever in today’s job market. Companies are concerned that some people may have been spectators to growth rather than contributors. Or worse yet, compelling successes at work are ignored or misunderstood due to an articulation skill gap. In today's episode, learn to craft a compelling two-minute career story you can use for interviews, personal assessments, networking events, and LinkedIn. Good stories ensure clarity, showcasing your achievements and authenticity. We dissect a typical PM career story and walk through how to make it compelling. — In today's episode we discuss the 6 steps of career storytelling: Describe the project Define your role Frame the challenge Outline what you built and why Highlight what worked and what didn’t Conclude — Referenced: Shedding perceptions: Moving from a lone wolf to a team player Is my next job at a startup or big tech? Coaching grit, patience, and tenure Where to find Nikhyl: Twitter LinkedIn Find The Skip: Website Substack YouTube Spotify Apple Podcasts TikTok — Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. — Timestamps (00:00) Why your career story is more important than ever (01:25) Leaving Meta (04:09) Episode format (11:38) The case study (15:04) The 6 steps (16:44) Step 1: Project context (16:40) Nikhyl’s commentary (18:09) Step 2: Role context (18:43) Nikhyl’s commentary (21:12) Step 3: Frame the challenge (22:15) Nikhyl’s commentary (25:14) Step 4: What you built and why (25:19) Implementing step 4 (32:05) Step 5: What worked and what didn’t (31:58) Nikhyl’s commentary (37:08) Step 6: Conclusion (37:30) Nikhyl’s commentary (38:39) Key takeaways from today’s episode (39:42) How to work on your career story with Nikhyl This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
In my fourth live coaching session, this caller felt like they had earned an unfair reputation as someone who struggles with collaboration in the workplace. The caller wanted guidance on transforming past perceptions into a new reality. The caller reveals both their superpower and its shadow. They are an opinionated product manager, blessed with exceptional taste and intuition. However, these traits also lead them to resist compromise. We confront the caller’s shadow, and explore frameworks and strategies essential for effective collaboration. Privacy is paramount for these calls, so we have anonymized the content and received permission from the caller to ensure no personal or sensitive information is disclosed. — In today's episode, we discuss: How to shed poor perceptions in the workplace Navigating organizational power dynamics The up/down/across model of collaboration When and how to compromise Why 0 to 1 doesn’t exist in big tech How to use the founder mindset in a large org — Timestamps: (00:00) Introduction (01:56) Caller context (05:02) Caller’s reputation as a “rebel leader” (07:11) How can I change people’s perception of me? (08:37) Nikhyl’s response (12:05) What the caller wants to avoid (13:09) Nikhyl outlines two choices (15:12) Should I optimize for short or long-term career wins? [00:15:41] Nikhyl’s advice on risk and reward (17:38) Should I leave big tech and become a founder? (19:25) Nikhyl’s notes on compromise (20:57) Should I play organizational Game of Thrones? (21:45) Nikhyl’s recommendation (25:39) Key takeaways from today’s episode (33:03) Key links for this podcast — Where to find Nikhyl: Twitter LinkedIn — Where to find The Skip Podcast: Website YouTube TikTok Spotify Apple Podcasts — Don't forget to subscribe to The Skip to hear Nikhyl teach unique and timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
In my third episode of live coaching sessions, this caller was feeling dissatisfied with their narrow scope of role and lack of cultural fit in their current company. The caller wanted guidance on what their next role should be, given their personal situation and professional ambition. Their situation captures a difficult choice facing many superstars: seeking a sizable impact rarely found outside of startups, while also craving the compensation only late-stage companies can afford. We discuss the frameworks and strategies required to approach this career choice wisely. Privacy is paramount for these calls, so we have anonymized the content and received permission from the caller to ensure no personal or sensitive information is disclosed. — In today's episode, we discuss: Aligning the stage of company to your specific situation Compensation expectations Risk tolerance in making career moves The risks and benefits of joining big tech Why top product executives do tour duties at big companies How to break a big tech tenure into two roles Why some big tech projects are more data-driven than others Why experienced managers should consider IC roles — Where to find Nikhyl: Twitter LinkedIn Where to find The Skip Podcast: Website YouTube TikTok Spotify Apple Podcasts — Don't forget to subscribe to The Skip to hear Nikhyl and other executives teach unique and timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. — Timestamps: [00:00:00] Introduction and caller context [00:02:17] Caller’s question [00:07:40] Nikhyl’s follow-up questions [00:10:15] Matching the stage of company to the caller’s situation [00:11:03] Nikhyl’s recommendation [00:16:56] Should I join a big tech company? [00:18:03] Nikhyl’s response [00:22:08] How do big tech product teams operate? [00:22:55] Nikhyl’s response [00:25:58] Why managers should consider IC roles at late-stage companies [00:29:44] Key takeaways from today’s episode [00:32:27] Key links for this podcast This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
This is my second episode experimenting with live coaching sessions. The format is my attempt to scale insights on common queries and themes I’m often asked about by listeners. This caller was looking for guidance after finding that a role they joined 4 months ago was not what they expected. Their situation exemplifies the kind of hard problems that leaders have to solve, and we speak about the traits and strategies required to approach these problems wisely. Privacy is paramount for these calls, so we have anonymized the content and received permission from the caller to ensure no personal or sensitive information is disclosed. In today's episode, we discuss: Why the caller’s difficult scenario could be their greatest opportunity How to think about a current role in the context of future goals The nature of tough leadership problems The value of patience and long tenures How to align on performance and timeframe expectations with higher-ups Advice for solving contentious problems with multiple stakeholders Timestamps [00:00:00] Introduction and context on caller [00:02:43] Caller’s question [00:06:35] Nikhyl’s initial reaction [00:09:11] Could she solve this problem if she wanted to? [00:10:48] The relevance of patience/impatience [00:12:40] The relationship between tenure and solving hard problems [00:15:20] Earning trust as a leader [00:16:30] Understanding the company’s expectations and timelines [00:18:05] The advice discussed so far [00:22:54] Why this matters for future opportunities at startups [00:27:10] Advice for approaching this challenging leadership scenario [00:31:08] Nikhyl's closing reflections [00:33:45] Key links for this podcast Where to find Nikhyl: Twitter LinkedIn Where to find The Skip Podcast: Website YouTube TikTok Spotify Apple Podcasts Don't forget to subscribe to The Skip to hear Nikhyl and other executives teach unique and timely career lessons. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
Welcome back to The Skip; this episode is a little bit special as I’m experimenting with a new format: live coaching sessions. This idea came from the realization that the coaching queries I receive from listeners often have common themes. My hope is that recording and sharing a coaching call like this demonstrates how the frameworks are applied in real conversations and possibly helps others with similar situations. Naturally, privacy is paramount, so we’ve anonymized the content and received permission from the caller to ensure no personal or sensitive information is disclosed. In today's episode, we discuss: Strategies for presenting your individual contributor (IC) experience during career advancement interviews. How to map the complexities you are solving in your current role into specific phrases that hook a recruiter or a future hiring manager Avoiding over selling your experience and landing in a sub-optimal role, focused on org-building vs. product-building Exploring how far an IC can travel within a company, and how to ultimately become an executive Timestamps: (00:00) Introduction and welcome to the podcast (00:57) Introducing the format of this episode (04:08) Context ahead of the coaching call (06:40) How to frame your experience as an IC when interviewing for the next step in your career. (08:25) Nikhyl's follow-up questions (09:11) Why the caller left Microsoft (11:17) Nikhyl's thoughts and initial reaction to the caller's situation (12:22) Identifying if you have a product ambiguity or team ambiguity problem (15:10) Nikhyl's thoughts on how to frame the caller's experience when interviewing (16:08) Nikhyl's thoughts on the types of companies suitable for the caller (19:34) How to find suitable companies based on your management experience (23:13) How to navigate questions around your management experience when your current role is an IC (28:19) How to navigate people managing anxiety (29:52) Can ICs build a lasting career? (33:17) Conversation conclusion and final thoughts (36:06) Episode conclusion Where to find Nikhyl: Twitter LinkedIn Where to find The Skip Podcast: Website YouTube TikTok Spotify Apple Podcasts Don't forget to subscribe to The Skip to hear Nikhyl and other executives teach unique and timely career lessons. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
Much of the career advice out there is for aspiring PMs. But what about those who have one foot on the ladder and are looking to climb the next rung? This episode is about advancing mid to late-stage product management careers. I'm joined by Peter Yang, Product Lead at Roblox, and product newsletter writer, to discuss how established PMs can avoid getting stuck. From pursuing growth over promotion to knowing when to change companies, we discuss a wide range of strategies to help you continue building the career you want based on your individual goals. Today’s discussion covers: • Wisdom for mid and late-stage product managers looking to advance their careers • Why you should focus on growth, not promotion • Optimizing for company stage instead of company name • Signs you should leave a company • The under-discussed trade-offs between compensation and tenure • Why top companies offer such high compensation Creator Economy by Peter Yang: • Nikhyl Singhal (VP Meta): How to Advance Your Product Management Career (Part 1) • Nikhyl Singhal (VP Meta): How to Advance Your Product Management Career (Part 2) Referenced in this episode: • Blog post "Stage of company, not name of company" • Six Superpowers of Product Managers • Shadows of your Superpowers (Part 1) • Shadows of your Superpowers (Part 2) Timestamps: (00:00) Introduction (01:27) Advancing mid or late-stage careers (04:38) Promotions matter less than you think (08:36) The different end goals for PM careers (13:56) How to find the right company to elevate your career (19:07) The best and worst reasons to change companies (23:28) The impact of short tenures on someone’s resume (27:19) Why top companies offer such high compensation (31:31) The relationship between title and compensation (34:52) Advice for negotiating compensation (37:21) The under-discussed tradeoff between compensation and tenure (39:07) Recapping the "shadows of your superpowers" (41:55) Nikhyl’s advice for dealing with a common shadow (47:43) Conclusion Where to find Peter: • Twitter • LinkedIn • Newsletter Where to find Nikhyl: • Twitter • LinkedIn Where to find The Skip Podcast: • Website • YouTube • TikTok • Spotify • Apple Podcasts This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
This episode is about mentorship. Mentorship is a powerful personal development tool that naturally attracts ambitious people. However, it can be a complicated tool to maximize. Mentorship comes in many forms, with varying degrees of accessibility, quality, and suitability for a given individual. In this episode, I answer questions on 3 topics surrounding the complications of mentorship: how to navigate the resources available, how to be coachable, and tips and tricks I’ve learned as a mentor and mentee. In today’s episode, we discuss: Why you shouldn’t conflate success at your company with success in your career How and why you should form a “Personal Board of Directors” Resources for people who can’t access certain types of mentorship How to identify and avoid bad advice Actionable tips for becoming more coachable Why coaching others improves your ability to be coached Referenced in this episode: Meander : Match your career ambitions with the perfect mentor (Nikhyl is an advisor) Shreyas Doshi: links to his content and his courses Lenny’s Podcast Reforge Timestamps: [00:00:00] Intro [00:01:54] I feel like I’m not doing enough to advance my career, what should I do? [00:04:34] What if I can’t access mentorship? [00:06:11] The 4 buckets of people in your network [00:09:55] The “Personal Board of Directors” framework [00:12:02] How to connect - not “network” - in 30 mins per week [00:13:31] How to find people to connect with [00:15:16] The value of free online content [00:16:31] The value of communities [00:18:41] Paid resources [00:21:24] 2 things to consider when it comes to executive coaches and therapists [00:24:48] 3 unique strengths of therapy [00:25:51] The skill of being coachable [00:26:43] Use specific requests when engaging with potential mentors or coaches [00:30:33] The courage required to listen to feedback [00:31:38] How to run an efficient process when being coached [00:34:55] Why coaching others helps you to be coached [00:36:42] How do you know if you’re getting good advice? [00:38:45] Beware of extremists and contrarians [00:40:04] Beware of copycat coaches [00:41:12] Coaches must know you and your situation [00:42:19] My own personal board of directors [00:46:03] How I think about new requests to be coached by me [00:47:07] My new idea for a live coaching format [00:48:21] Conclusion Where to find Nikhyl: Twitter: https://twitter.com/nikhyl LinkedIn: https://www.linkedin.com/in/nikhyl/ Where to find The Skip Podcast: Website: https://www.skip.show/ YouTube: https://www.youtube.com/@theskippodcast TikTok: https://www.tiktok.com/@theskippod Spotify: https://open.spotify.com/show/4oT2rxMsRP64h9NXuA11DJ Apple Podcasts: https://podcasts.apple.com/us/podcast/the-skip-podcast/id1663529202 This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
Today’s episode breaks down my 5 rules for optimizing the most important product in your professional life: your career. These rules synthesize some of the key takeaways from all of my other content about product management and career growth. I break down why each rule matters, and outline some associated mistakes and misconceptions that you should avoid. Whether you’re at a career juncture or are firmly positioned in a role, these rules come with actionable tactics you can implement tomorrow. Ultimately, I believe that following these rules will lead you to a healthier career where you think long-term and control your own outcomes. Today’s discussion covers 5 rules: 1. Product manage your career like a product 2. Ensure each transition is career additive 3. Who you know will matter as much as what you know 4. Find a strength area and build a superpower around it 5. Bet on yourself Timestamps: [00:00:00] Intro [00:01:33] Overview of the 5 rules [00:02:00] Rule #1 Product manage your career like a product [00:05:43] The importance of seeking out feedback [00:07:13] Rule #2: Ensure each transition is career additive [00:10:40] The external vs internal realities of a company [00:13:08] Rule #3 Who you know will matter as much as what you know [00:15:03] How to build your network authentically [00:18:38] Rule #4 Find a strength area and build a superpower around it [00:21:16] The shadows of your superpowers [00:22:08] Rule #5 Bet on yourself [00:24:08] Why promotions don’t guarantee you’re advancing [00:26:11] Conclusion References - My Product School talk on the 4 essential product skills: https://productschool.com/product-podcast/pm-to-csuite-by-facebook-vp-of-product/ - My podcast on the shadows of superpowers, part 1: https://www.skip.community/shadows-of-your-superpowers-part-1/ - My podcast on the shadows of superpowers, part 2: https://www.skip.community/shadows-of-superpowers-part-2/ Where to find Nikhyl: Twitter: https://twitter.com/nikhyl LinkedIn: https://www.linkedin.com/in/nikhyl/ Where to find The Skip Podcast: Website: https://www.skip.show/ YouTube: https://www.youtube.com/@theskippodcast TikTok: https://www.tiktok.com/@theskippod Spotify: https://open.spotify.com/show/4oT2rxMsRP64h9NXuA11DJ Apple Podcasts: https://podcasts.apple.com/us/podcast/the-skip-podcast/id1663529202 This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
Today’s episode is the second part, and deeper analysis, on “the shadows of your superpowers”. These are a type of development areas that are associated with your greatest strengths. I use example personas to detail 5 common shadows I’ve noticed across my career and coaching. For each, I breakdown why the shadow is elusive, common reactions to receiving feedback around it, and actionable advice for addressing the development area. Whether these shadows remind you of yourself or of others - in a personal or professional context - this reflection will help you cast the shadows into the light. Today’s discussion covers: A recap of the “shadows” concept Executer who struggles to be a team player (Martin) Strong opinions, tightly held (Jackie) Team builder who becomes too political (Max) Organizational expert who is too hands-off (Jenny) Company veteran who struggles to innovate (Evan) How you can apply these reflections Timestamps: [00:00:00] Recapping the “shadows” concept [00:02:00] Where to apply these insights in your life [00:04:38] Example #1: Executer who struggles to be a team player (Martin) [00:09:31] Advice for Martin [00:13:07] Example #2: Strong opinions, tightly held (Jackie) [00:14:18] Advice for Jackie [00:17:17] Example #3: Team builder who becomes too political (Max) [00:19:12] Advice for political Max [00:23:24] Example #4: Organizational expert who is too hands-off (Jenny) [00:25:06] Advice for Jenny [00:29:16] Example #5: Company veteran who struggles to innovate (Evan) [00:33:09] Advice for Evan [00:36:57] Conclusion Where to find Nikhyl: Twitter: https://twitter.com/nikhyl LinkedIn: https://www.linkedin.com/in/nikhyl/ Where to find The Skip Podcast: Website: https://www.skip.show/ YouTube: https://www.youtube.com/@theskippodcast TikTok: https://www.tiktok.com/@theskippod Spotify: https://open.spotify.com/show/4oT2rxMsRP64h9NXuA11DJ Apple Podcasts: https://podcasts.apple.com/us/podcast/the-skip-podcast/id1663529202 This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
Today’s episode breaks down the shadows of your superpowers. These are a type of development area that is associated with your greatest strengths, and these apply to people inside and outside of tech. Shadows are one of the most elusive areas of self-development and, therefore, one of the most limiting to your potential. You may very well be unaware of yours. While shadows are surrounded by complicated personal and workplace dynamics, understanding them is likely one of your best opportunities to unlock the next step in your career. Today’s discussion covers: What shadows are The complex dynamics which make them easy to dismiss How to identify yours 4 reactions people have when their shadows catch up with them 10 common examples of shadows How to address your shadows and move from acknowledgment to action Where to find Nikhyl: Twitter: https://twitter.com/nikhyl LinkedIn: https://www.linkedin.com/in/nikhyl/ Threads: https://www.threads.net/@nikhylsinghal Timestamps: [00:00:24] What’s covered in this episode [00:02:16] Introducing the shadows of your superpowers [00:04:00] How this episode is structured [00:04:40] The unique nature of shadows and why they’re so elusive [00:07:24] When your shadows catch up with you [00:08:02] Four reactions people have when their shadows catch up with them [00:08:07] Reaction #1: Fight [00:08:22] Reaction #2: Withdraw [00:08:53] Reaction #3: Ignore the shadow [00:09:31] Reaction #4: Confront the shadow [00:10:29] What separates shadows from regular development areas [00:14:07] 10 common examples of shadows [00:14:14] Example #1 - The great storyteller [00:14:51] Example #2 - The collaborator [00:15:38] Example #3 - The straight shooter [00:16:36] Example #4 - The process expert [00:17:32] Example #5 - The idea person [00:18:18] Example #6 - The wartime individual [00:19:30] Example #7 - The industry expert [00:20:44] Example #8 - The hard worker [00:21:27] Example #9 - The sacrifice [00:22:39] Example #10 - The future thinkers [00:23:38] Advice on what to make of all this [00:26:08] What it takes to address your shadows [00:29:32] Episode conclusion This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
In this episode of The Skip podcast, Nikhyl Singhal presents an enlightening discourse aimed at aiding tech industry professionals in their career growth. Through a new 30-minute coaching format, Nikhyl explores the transitions between managerial and individual contributor roles, emphasizing the significance of tackling six ambiguities in product management: product, growth, domain, market, organization, and team. He introduces these distinct skills and types of product managers, each uniquely contributing to the tech landscape. Nikhyl also addresses the often-overlooked organizational complexities and the vital role of team management. Most importantly, he stresses the significance of expertise and specialization over general managerial roles, busting common misconceptions about career growth. Tune in to this invaluable episode for profound insights into career development in the tech industry. Connect with The Skip The Skip: Newsletter | Website | LinkedIn CPO Group Nikhyl Singhal: LinkedIn | Twitter | Facebook Time-codes: 00:00 - Introduction to the Skip podcast and new format focusing on 30-minute coaching sessions. 01:46 - Discussion on the positive transition from manager to individual contributor (IC) and its impact on the tech industry. 02:30 - Introduction of six distinct skills to tackle ambiguities in product management. 04:30 - Leadership and its role in solving bigger, more ambiguous problems. 06:00 - Explanation of the six ambiguities: product, growth, domain, market, organization, and team. 07:57 - Analysis of product crafters, focusing on features and improvements needed for a product to succeed. 09:10 - Detailed description of the role of growth product managers, focusing on data and consistent product growth. 11:57 - Introduction to domain experts who bring specialized knowledge to specific areas. 15:00 - Examination of product managers skilled in navigating market ambiguity. 17:23 - Discussion on the role of internal consultants, strategic thinking, and execution. 18:20 - Emphasis on organizational ambiguity and its significance in delivering complex projects. 20:37 - Analysis of the increasing complexity of the organization with every new feature, product, and product line. 22:56 - Discourse on the importance of team management and executive leadership. 26:18 - Recap of the six skills crucial for product managers. 30:30 - Guidance on using the new language of skills when interviewing for better understanding of candidates. 5 Impactful Concepts: Transitioning from a managerial role to an individual contributor can have a positive impact on a tech career. Six key skills can help navigate ambiguities in product management, leading to successful project execution. There are different types of product managers, each with their unique roles and contributions to the product's success. Navigating organizational ambiguity is crucial in delivering complex projects, highlighting the importance of understanding organizational dynamics. Specialization in one or two areas, rather than general management, is vital for career growth in tech. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
In this episode of The Skip Podcast, host Nikhyl Singhal explains how he helps product managers negotiate compensation. An industry veteran in the tech sector, Nikhyl has worked with 50+ leading executives and dozens of companies to ensure they establish optimal pay packages. He unpacks the concept of equity in both public and private companies and offers a method for comparing job offers based on annual expected value and potential liquidity events. He then transitions into salary negotiation tactics, cautioning against pushing for the maximum offer and instead recommending a self-valuation approach. Nikhyl explores how companies establish compensation ranges using market data and explains how to compare early-stage, growth-stage and late-stage tech offers. . He later discusses the impact of a candidate's "eliteness" on negotiation power and offers a detailed guide on salary benchmarks in the tech industry. Finally, he concludes with tips on calibrating compensation expectations, hinting at the topic for the next compensation episode: negotiation strategies. Summary of PM Compensation chart Previous Skip episodes on compensation: Tech compensation: Beyond the offer letter How equity in tech companies works Explaining Equity and Executive Compensation with Goodwin Procter Time-codes: 00:54: Nikhyl introduces compensation challenges and equity's role in public and private companies. 02:20: Nikhyl recommends comparing job offers based on the annual expected value and potential for liquidity events. 06:54: He warns about the pitfalls of over-negotiation in job offers. 08:20: Suggests a "price to retain your services" approach to salary discussions. 10:40: Discusses how companies use market data to determine compensation ranges. 11:20: Advises asking about a company's compensation philosophy before discussing specific numbers. 12:20: Highlights how a company's compensation philosophy impacts the quality of people they hire. 13:37: Talks about the significance of a candidate's "eliteness" in negotiations and compensation command. 16:07: Discusses salary buckets for product managers in the Bay Area tech industry as a strategy for ensuring fair compensation. 21:16: Details average salaries for various roles in product management, from entry-level to executive positions. 29:32: Shares his method of calibrating compensation expectations based on a candidate's background. 30:34: Explains how he uses market ranges to ensure people are getting the right offer. 33:33: Wraps up the discussion, teasing the next episode on negotiation strategies. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
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The Skip Podcast
Get ready for an engaging episode of the Skip podcast, where host Nikhyl Singhal dives into the evolving world of startups, head of product roles, and the fascinating field of product management. Discover how the head of product role has transformed in response to growth and hypergrowth dynamics, gain insights into the current market shifts and challenges, and explore the diverse career paths available, including joining healthy growth companies, considering number two roles, or even founding your own startup. Whether you're a product management professional, an executive, or simply curious about the dynamic landscape of the tech industry, this episode offers valuable perspectives and guidance that will inspire and empower you on your career journey. Connect with The Skip The Skip: Newsletter | Website | LinkedIn CPO Group Nikhyl Singhal: LinkedIn | Twitter | Facebook Full Show-notes: 0:00 Introduction and setting the focus on the changing role of the Head of Product. 3:10 Discussing the critical nature of the Head of Product role in hyper-growth companies. 6:15 Explaining the shift from hyper growth to sustainability and its impact on the Head of Product role. 8:17 Candid observations on the current Head of Product market. 9:37 Offering guidance to those seeking top roles. 11:43 Discussing the current state of companies and CEOs. 13:08 Emphasizing the opportunities in healthy growth companies. 16:00 Discussing the benefits of a number two role in a company. 19:00 Sharing wisdom about shifting between startup companies and big tech roles. 21:00 Discussing the challenges of big tech roles. 22:00 Addressing the dilemma faced by Heads of Product. 23:36 Discussing the appeal of post-product market roles. 25:32 Suggesting considerations for choosing roles at different quality companies. 28:16 Addressing objections to starting a company. 30:58 Sharing insights on finding a partner for a startup. 31:57 Challenging the notion that startup work is harder than big company work. 32:56 Providing advice for executives considering founding a startup. 39:46 Discussing the changing job market and considering alternative career paths. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com…
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