Sean Griffith on The Operating System Show: scaling SimpleTexting from 7 to 150 people
Sean Griffith joins The Operating System Show to talk about growing SimpleTexting from seven people to about 150 in under four years, why EOS was the unlock at 50 people, and the overnight release pipeline his team runs at Truffle now.
Key takeaways
- SimpleTexting went from seven people to about 150 in under four years, through an acquisition, without a dedicated sales team for most of that run.
- An operating model becomes the unlock somewhere around 40 to 50 people. Run it your own way instead of by the book.
- AI changes what a small team can ship. Features that used to take three or four people a month now move through an overnight release pipeline.
- Truffle keeps the human in the loop on purpose. AI surfaces the signal, you make the call on who to move forward.
Sean Griffith, CEO and cofounder of Truffle, joins The Operating System Show to walk through what it actually took to scale SimpleTexting from seven people to about 150 in under four years, through an acquisition, without a dedicated sales team for most of that stretch.
The conversation covers choosing an operating model at 40 to 50 people, why running EOS your own way beat running it by the book, and how scaling before AI compares to scaling with it. Sean also gets into the 2,000 applications per role problem that started Truffle, where the line between human judgment and AI sits today, and who Truffle fits and who it does not. Watch the full episode above, or browse more Truffle videos.
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