Perspectives

TECHquila Sunrise Episode: 44 featuring Jack Freeman - Supply Chain Now

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May 25, 2021

“I think for us [growth equity investors], you need to have exactly half of it figured out. No one has it all figured out, but, for example, the most common scenarios, one where it’s very clear that you have high product quality and high customer sat and a great market opportunity, limited competitive dynamic, great team, but maybe the founder and his right or left-hand man or woman are doing all the sales. And we would say amazing business. I think we need to work on a more repeatable sales team and hire a sales ops person. And, and you really emphasize that the founder shouldn’t be doing the sales anymore, but that’s still is a great opportunity because you’ve proven the market. You’ve proven the product customers love you. And there’s just a couple of things to fine-tune. And in addition to fine-tuning it, yes, you have the gasoline on the fire analogy is a good one in the growth stage.”

Jack Freeman, Principal, PeakSpan Capital

Startup growth and navigating the investment environment is a complex game. Greg has been there and done it multiple times, and he’s realized every, single time it’s new. Greg’s guest, Jack Freeman and he will share Jack‘s path from startup to the investor seat. What he’s learned, what he’s still learning and some new areas that he’s getting into. Jack will also share what founders and tech leaders should know about the supply chain landscape.

In this episode, you’ll get insights from yet another supply chain tech pro who’s been there and done it. Jack has been doing investments, mergers and acquisitions. He can help decode the language between founders, executives and investors to help everyone overcome the challenges, successes and enlightenment that he’s seen.

Enjoy this valuable learning opportunity with Jack Freeman, Principal at growth equity fund PeakSpan Capital. Jack leads PeakSpan’s supply chain practice. He has spent his entire career in tech, mergers & acquisitions, and growth capital. Jack currently advises and is invested 12 companies. He’s an avid cyclist, a marathoner and a semi-retired soccer player. Full Disclosure: Jack and I worked together after he recruited me to be a Sector Expert, working with supply chain techs for PeakSpan.

About Jack Freeman

Jack has worked with growth-stage technology businesses his whole career and has partnered with over 25 portfolio companies at PeakSpan. He currently leads PeakSpan’s FinTech and Supply Chain investment themes. Jack was named to GrowthCap’s Top 40 Under 40 Growth Investors List in 2025. Prior to joining PeakSpan, Jack worked at Stackpop, an early-stage startup, where he helped build a SaaS spend management platform that enabled CTOs and IT teams to buy and manage internet infrastructure. After Stackpop was disrupted by AWS, Jack joined Macquarie Capital, where he spent three years executing software M&A and capital markets transactions for technology businesses.

Jack holds a B.A. in Economics from Middlebury College. Prior to Middlebury, he played Division I soccer at Seton Hall University and for the New York Red Bulls U-23 team. Jack lives in Larchmont, NY, with his wife and two dogs, Willow and Leeuwen. Once a year, Jack captains a team in a charity bike ride to the Hamptons to support his brother’s autism program, Quest, where he has raised over $100K. Since retiring from collegiate soccer, Jack has become an avid endurance athlete, completing five of the “Big Six” World Marathon Majors (London remaining), an Ironman, and a 50-mile ultramarathon. He is currently focused on improving his marathon time from 2:32:30 to sub-2:30.

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