Flexport’s Third Act: Winning in a Broken Global Trade System
Flexport was a breakout success—reimagining global trade with tech at its core. But when the freight market cooled and efficiency overtook service, things started to unravel. Founder Ryan Petersen ste...
14 Apr 20251h 43min
Brex 3.0: Inside the Radical Turnaround with Pedro Franceschi
Guest: Pedro FranceschiPedro Franceschi is the co-founder and CEO of Brex, a fintech company reshaping how businesses manage their finances.Originally from Brazil, Pedro went from teenage hacker to le...
7 Apr 20251h 35min
From India to Silicon Valley: The Jay Chaudhry & Zscaler Story
Before Zscaler was a $32B cloud security giant, it was just 10 engineers—half in Bangalore, half in a borrowed U.S. office.As founder and CEO of Zscaler, Jay Chaudhry bet $50M of his own money on one ...
31 Mar 202556min
The Unlikely Path to Building a Billion-Dollar Gov Tech Company | Zac Bookman
Guest: Zac Bookman, CEO and Co-Founder of OpenGovThirteen years after co-founding the government transparency startup OpenGov, Zac Bookman is still finding ways to surprise people. In 2024, Cox Enterp...
24 Mar 20251h 16min
Bootstrapped to $12B: Mailchimp’s Ben Chestnut on Life After the Exit
Guest: Ben Chestnut, Former CEO and Co-Founder of MailchimpIf you find yourself selling your startup, then Mailchimp co-founder Ben Chestnut has some important advice for you: Get a dog. When Intuit b...
17 Mar 20251h 11min
Meet the Man Who’s Making Supersonic Flight Possible Again | Blake Scholl
Guest: Blake Scholl, Founder & CEO of Boom Supersonic“Passion and drive trumps knowledge and experience,” says Boom Supersonic CEO Blake Scholl. Long before he was running Boom — which earlier this ye...
10 Mar 20251h 28min
#232 CEO NetApp, George Kurian: New Chapters
Guest: George Kurian, CEO of NetAppFor almost 10 years, George Kurian has been CEO of the data infrastructure firm NetApp, overseeing its pivot to cloud services. After he took the job — a surprise p...
3 Mar 202558min
#231 CEO & Co-Founder Harvey, Winston Weinberg w/ Ilya Fushman: Worthy Sacrifices
Guests: Winston Weinberg, CEO & co-founder of Harvey; and Ilya Fushman, partner at Kleiner Perkins“If you think about pretty much any job out there in the world, we will have some sort of [AI] copilot...
24 Feb 20251h 5min
