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Toast: Sticky SaaS - [Business Breakdowns, EP.247]
From Business Breakdowns by Colossus | Investing & Business Podcasts
May 29, 2026 · 49 min · Episode 247
About this episode
This episode revisits Toast, exploring its evolution from a payments terminal to the operating system for restaurants, featuring insights from guest Sean Barrett.
Today, we are breaking down Toast, a name we have covered before but are revisiting because the story has changed enough to be worth telling again. Most listeners will have tapped a Toast terminal without thinking much about the business behind it. Our guest is Sean Barrett, founder, managing partner, and chief investment officer of Counter Global, who holds Toast as one of his largest positions and walks us through how a restaurant point of sale company became the operating system that runs the restaurant. He argues that Toast is best understood as the operating system for the restaurant rather than a payments terminal with software attached, and that the business grows as fast and as profitably as it does because the company spent years building purpose-built hardware, a multi-tenant software platform, and a sales force on the ground before it moved into new markets across grocery, enterprise, hospitality, and international. We also discuss why a business winning roughly half of new restaurant openings in the United States still trades at a multiple that looks closer to a mature company than a category killer. Please enjoy this Breakdown of Toast. For the full show notes…
People in this episode
Guest: Sean Barrett
Topics covered
- SaaS
- restaurant technology
- point of sale systems
- business growth
- hardware and software integration
Keywords
- Toast
- restaurant operating system
- SaaS
- point of sale
- business growth
- Sean Barrett
Mentioned in this episode
Organizations: Toast, Counter Global
Places: United States
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