Overcoming adversity to become a serial entrepreneur and successful investor, with Gregory Shepard.

Overcoming adversity to become a serial entrepreneur and successful investor, with Gregory Shepard.

Welcome to The Private Equity Podcast! In this insightful episode, host Alex Rawlings engages with Gregory Shepard, a distinguished entrepreneur, co-founder of BOSS Capital Partners, and a Forbes Books author. Shepard shares his remarkable journey from humble beginnings, growing up in a tent and facing challenges due to his neuro divergences, to becoming a serial entrepreneur with 14 liquidity events and multiple awards under his belt. Breakdown: [00:03] Gregory Shepard's Background: Gregory ...

Episoder(203)

Why Founders Are Saying No to Buyouts — Hidden River’s Game-Changing Capital Strategy

Why Founders Are Saying No to Buyouts — Hidden River’s Game-Changing Capital Strategy

🎙️ The Private Equity Podcast — Episode with Graham Bachman, Hidden River Strategic Capital Guest: Graham Bachman, Managing Director & Head of Business Development at Hidden River Strategic Capital ...

5 Aug 202518min

From Army Officer to PE CEO: 4 Mistakes Killing Portfolio Performance (Otis Spencer)

From Army Officer to PE CEO: 4 Mistakes Killing Portfolio Performance (Otis Spencer)

The Private Equity Podcast – Show Notes Guest: Otis Spencer Host: Alex Rawlings Episode Title: Lessons in Leadership: From Army Logistics to PE Operating Partner & CEO Success 🎙 Episode Overview: I...

28 Jul 202531min

From Investor to Operator: Hard Truths from 35 Years in Private Equity with Matthew Kearney

From Investor to Operator: Hard Truths from 35 Years in Private Equity with Matthew Kearney

This episode is packed with pragmatic advice and “growth hacks for operators” – get your pen ready. ⏱️ Episode Highlights & Timestamps: 00:03 – Introduction Meet Matthew Kearney: 35 years in private ...

22 Jul 202532min

How your competitors are using AI in the Private Equity industry with Greg Nieuwenhuys

How your competitors are using AI in the Private Equity industry with Greg Nieuwenhuys

Guest: Greg Nieuwenhuys – Private Equity Advisor, Chairman & AI Expert Topic: Unlocking Generative AI for Private Equity & Portfolio Companies 🔹 Intro & Background (0:00 – 2:00) Greg shares his 20+ ...

15 Jul 202531min

Investing in the hospitality industry with Nate Edgerly

Investing in the hospitality industry with Nate Edgerly

In this insightful episode, Nate Edgerly, CEO of Enzo Group Inc., discusses his journey from CPA at PricewaterhouseCoopers to a seasoned private equity investor and executive leader in the hospitality...

8 Jul 202529min

Building a $2.3 billion-dollar business from the ground up with Jeff Zwiefel

Building a $2.3 billion-dollar business from the ground up with Jeff Zwiefel

In this episode, Alex speaks with Jeff Zwiefel, former President & COO of Life Time, about scaling the business from $139M to $2.3B in revenue and navigating multiple private equity exits and IPOs. Je...

1 Jul 202549min

The professionalisation of Private Equity with Henry Ward

The professionalisation of Private Equity with Henry Ward

In this episode, Alex Rawlings is joined by Henry Ward, CEO and Co-Founder of Carta, to explore the evolving landscape of private equity and venture capital through the lens of software, operations, a...

24 Jun 202528min

The most important factor of business with David Feingold

The most important factor of business with David Feingold

David Feingold, CEO of Broad Street Global, joins us on The Private Equity Podcast to share his 35+ year journey from law to leading one of the largest infrastructure-focused PE firms in the U.S. He u...

17 Jun 202520min

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