Joys of Compounding
Episode 24 Rich Wells: Keep Moving
Joys of Compounding

Episode 24: Rich Wells: Keep Moving

Joys of Compounding

Episode 24

Rich Wells: Keep Moving

Rich Wells is the Managing Director of Insight Partners. We cover the early investing career that ultimately led to Rich landing at Insight, the hallmarks of a quality early-stage SaaS company, and the importance of learning to love the journey you're on.

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Show Notes

(00:00:00) Welcome to Joys of Compounding

(00:00:57) Meet Today's Teacher: Rich Wells

(00:08:04) Early Career Challenges and Lessons

(00:12:59) Joining Insight Partners

(00:15:20) Reflecting on TCV and Moving to Business School

(00:17:11) Experience at Business School and Joining Insight

(00:24:05) Insight's Growth and Strategy

(00:28:38) Evolution of Software and Investment Strategies

(00:32:48) Impact of SaaS and Cloud on Software Development

(00:34:41) Investment Philosophy and Market Insights

(00:37:01) Empowerment and Team Dynamics

(00:41:05) Majority Stakes and Mindset Shifts

(00:43:14) Evolution from Value to Growth Investing

(00:45:49) Shopify: A Generational Company

(00:49:39) Expanding TAM: The Role of Payments

(00:53:02) Personal Struggles and Triumphs

(00:57:25) Rachel's Legacy and Life Lessons

(01:08:06) Future of Software

Rich Wells: Keep Moving

Introduction

Rick
Today's teacher is Rich Wells, Managing Director of the juggernaut software investor Insight Partners, which celebrates its 30th year anniversary this month. Let me start by saying that this class was both extra special and extra difficult for me. I've known Rich for 20 years, since our time as section mates in business school, and to shine a light on him and his story is both emotional and something I feel honored to be able to do, especially as this is Rich's first ever podcast.

My recollection of him from our business school days is similar to comments we heard from so many along the arc of his career. It just feels like Rich is about always the smartest guy in any room he's in. And more than that, though, he's also truly someone of what I can only describe as uncommon character.

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