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GS Gregg Schoenberg On Becker Private Equity & Business Podcast

“It used to be the case that you'd have a CFO of an investment bank or a senior portfolio manager of a fund, and they would be the ones brought in to mentor a startup entrepreneur. … But I have now begun to observe that the trend is moving in the opposite direction. And the 25-year-old CEO has as much to teach the 55-year-old COO as the other way around. … reverse mentorship is a huge trend that I am seeing across the board.”

Becker Private Equity & Business Podcast · Money & Markets · November 2026

“It used to be the case that you'd have a CFO of an investment bank or a senior portfolio manager of a fund, and they would be the ones brought in to mentor a startup entrepreneur. … But I have now begun to observe that the trend is moving in the opposite direction. And the 25-year-old CEO has as much to teach the 55-year-old COO as the other way around. … reverse mentorship is a huge trend that I am seeing across the board.” — Gregg Schoenberg, Becker Private Equity & Business Podcast

Context

Asked what trends he is watching, he describes mentoring flowing from young founders to senior executives, driven by AI reworking so many business processes that hands-on users have the edge.

Transcript

Becker Private Equity & Business Podcast Around 04:04 into the episode
Gregg Schoenberg

…banker, then as a fintech entrepreneur, then as an angel investor. And now in my latest iteration, I am spending more of my time on executive coaching than anyone, anything else, but I am still very much active in making seed stage investments too. And I really enjoy that mix of activities.

Chanel Bunger

Got it, got it. And now that we have a sense of your background, what are some of the trends that you're keeping an eye on?

Gregg Schoenberg

Well, let me just set the stage here by saying I love trafficking at both ends of the spectrum, which is to say, I spend a lot of time with C-suite executives of public companies, and I learn about their pressures, their opportunities, what they're struggling with, what's going great, all that kind of stuff. And at the same time, I mentor and invest in entrepreneurs who are often seeking to do the disruption. And the one thing that I would say is which has been truly fascinating is that it used to be the case that, you know, you'd have a CFO of an investment bank or a portfolio manager, a senior portfolio manager of a fund, and they would be the ones who would be brought in to mentor a startup entrepreneur. And that still happens, of course. But I have now begun to observe that the trend is moving in the opposite direction. And the 25-year-old CEO has as much to teach the 55-year-old COO as it is the other way around. And that is because, no big surprise, everybody's talking about AI, right? It's the only thing people want to talk about. AI, though, is truly relitigating so many business processes, so many industries, so many ways of doing business that to some extent, people who have their finger on the…

Chanel Bunger

And now that we're nearing the end of 2026, what are you most focused on and excited about?

Gregg Schoenberg

Well, what I am most focused on is, I think, part and parcel to what I just said before about getting my hands dirty. I like to tell folks like me in their 50s, people in their 40s or 60s, I tell them to cancel your FT, cancel your Wall Street Journal, and don't think that you're going to learn…

Chanel Bunger

Absolutely. That's some helpful context there. And now that we've looked into the future, looking back at the last six, 18 months or so, can you talk about an initiative or a project that you're most proud of?

Speaker names come from our own diarization. The position is estimated from where the line sits in the episode.

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