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Transcript

E08 — A Pivot to a Product Career with Nic Yeeles

"I probably shouldn't be admitting all this on camera, but I bought a bunch of books and I absolutely swallowed them."

Can ex-founder CEOs join other startups after leaving their businesses?

I love Nic Yeeles’s story of reinventing his career to become a VP of Product. Today, he’s on his third VP of Product job at Resi, so we can say the career move was a success, but there’s more to it. As an ex-CEO, in all his C-level roles, he was the right-hand man to the CEO, offering a holistic perspective on the business as a founder himself.

The transition to the first VP of Product role wasn’t straightforward. Nic explains how he had to “fake it till you make it,” swallowing books and learning fast to outperform other candidates during interviews who might have had years of experience in the product department.

This story is fun—Nic is a great storyteller—but it will also be useful to any founder looking for inspiration and advice on how to transition from founder-CEO to C-level executive at another business.

Timestamps

(Clickable on YouTube)

00:00 Introduction

02:30 Founding and Exiting Peg

04:54 Founding a Climate Impact Startup

08:16 Trying a Consulting Role

11:16 The Ex-CEO Advantage

13:42 Choosing the Next Career Step

17:47 Interviewing for a Role You Never Performed

22:51 Navigating Cultural Alignment

25:44 Power of Personal Networks

28:07 Joining Resi as a VP Product

31:12 The Challenge of Identity Shift

32:53 Working with Non-Founder C-Level Executives

35:21 The Value of Entrepreneurial Skills

37:04 The Costs of Not Starting Another Business

38:34 Choosing Startups Over Large Companies

40:39 Considering Freelance and Advisory Roles

41:53 Lessons Learned

53:34 Hiring Ex-entrepreneurs

58:03 Final Thoughts and Takeaways

Unconditionally Human
Startup CEO Succession
Real stories from founder CEOs who stepped down, professional CEOs who took over from them and VCs who saw the process from the inside.