#6: Jeff Wald, WorkMarket

From Start-Up to Grown-Up

Jeff Wald is a serial entrepreneur, Board Member, Best Selling author, Keynote speaker and investor. Jeff is co-founder and Chairman of two new technology startups, Bento Engine (toolkit for financial advisers) and Sonero (AI tool that provides summaries and action items from meetings). Jeff’s previous company, Work Market, an enterprise software platform that enables companies to manage freelancers was acquired by ADP in 2018, where he served on the Senior Leadership Team until 2020. Mr. Wald has founded several other technology companies, including Spinback, a social sharing platform (eventually purchased by salesforce.com). He began his career in finance, serving as Managing Director at activist hedge fund Barington Capital Group, a Vice President at venture capital firm GlenRock and various roles in the M&A Group at JP Morgan.

Jeff has served on numerous public and private Boards of Directors including Steel Connect (NASDAQ: STCN), Costar Technologies (OTC: CSTI) and venture-backed TransfrVR. Mr. Wald serves as an adviser to several companies and entities including the X-Prize’s Rapid Reskilling Initiative.

Jeff is the author of the #1 Amazon Best Seller, The End of Jobs: The Rise of On-Demand Workers and Agile Corporations and The Birthday Rules: A Fun and Flexible Framework for Raising Children in a Technology Enabled World.

In this episode, Jeff talks about cofounder drama, his depression when his first startup failed, and what he said to his investors when they told him to get a coach, frameworks, and what he now looks for as an investor.
[02:48] How Jeff started

[13:44] Sign of Weakness

[20:37] Getting a Coach

[27:33] Working Habit

[37:28] Lifeline

[45:05] Achievements

[47:28] Jeff’s Imposter Syndrome

[55:23] Advice

[01:07:57] Conclusion

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