Zack Kanter is the founder and CEO of Stedi, an API-first healthcare clearinghouse. After bootstrapping a wildly profitable auto-parts business, he sold it to tackle "the most complicated problem" he'd ever encountered: business-to-business transaction exchange. He spent years building EDI infrastructure, threw away the entire codebase eight times, and found ... Show More
Oct 28
Competing with OpenAI and Meta for your inbox | Jean-Denis Greze (Town Co-founder & CEO)
In this episode of In Depth, Todd sits down with Jean-Denis Greze, co-founder and CEO of Town, the AI work assistant that gives every employee their own agent. Before Town, Jean-Denis spent seven years as CTO of Plaid and led engineering teams at Dropbox, where he and Todd first ... Show More
47m 36s
Aug 27
The fastest way to learn is to run two competing bets | Jay Parikh (EVP CoreAI, Microsoft)
In the latest episode of Executive Function, Brett sits down with Jay Parikh, Executive Vice President of CoreAI at Microsoft. Before joining Microsoft, Jay spent over a decade as Facebook's global head of engineering, scaling the company from a few hundred engineers to billions ... Show More
1h 2m
Jul 30
What startups get wrong about enterprise | Lindsey Scrase (COO, Checkr)
In the latest episode of Executive Function, Brett sits down with Lindsey Scrase, COO of Checkr. Before joining Checkr as CRO and later stepping into the COO seat, Lindsey spent nearly a decade at Google Cloud as global managing director for SMB, mid-market, and startups. In this ... Show More
1h 8m
Jun 2019
20VC: Plaid's Zach Perret on Why You Have To Hire For Spikes and What That Really Means, Fintech Predictions From Incumbent Entrants To The Rise of Europe & The 2 Big Questions That CEOs Should Ask Themselves
<p><a href="https://twitter.com/zachperret">Zach Perret</a> is the Founder & CEO @ <a href= "https://plaid.com/">Plaid</a>, the startup providing the easiest way for users to connect their bank accounts to an app whether it be transactions, identity or authentication. To date, Za ... Show More
32m 47s
May 2025
Undoing a $5 Billion Acquisition and Building a Durable Standalone Plaid (with Plaid CEO Zach Perret)
We sit down with Zach Perret, CEO of Plaid, to discuss the remarkable journey of Plaid and the broader fintech landscape over the past several years. Zach takes us blow-by-blow through journey of almost getting acquired by Visa, the challenges faced during the COVID-19 pandemic… ... Show More
59m 7s
Nov 2023
First Time Founders vs. Second Time Founders
Episode 65: Alex Lieberman (@businessbarista) chats with Dan Siroker (@dsiroker), a serial entrepreneur who is currently the co-founder and CEO of Rewind, a personalized AI that captures everything you’ve ever seen, said, or heard. Prior, he was the co-founder and CEO of Optimize ... Show More
25m 2s
Oct 2024
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid
<p dir="ltr">Zach Perret is the CEO and Co-Founder of Plaid, a technology platform reshaping financial services. To date, Zach has raised over $734M for Plaid from the likes of NEA, Spark, GV, Coatue and a16z, to name a few. Today, thousands of companies including the largest fin ... Show More
50m 53s