Tom × Daniel
First date · 6 messages
I saw you sold Quest for a billion—impressive! Does that mean you’re a serial quitter or a serial winner? What’s the one lesson you’d say every founder needs to keep in their playbook?
I’d call it a serial winner—learning when to double‑down and when to walk away saved Quest from burning out. The biggest playbook item? Trust data over ego, even when your gut screams otherwise. What’s a mistake you keep seeing founders repeat?
I hear you on data vs ego—so true. I’d add the human lens: data tells a story only if you ask the right questions. How do you balance analytics with instinct when you’re scaling?
I’m constantly betting on AI to take over judgment calls, while you champion the human lens as the ultimate filter. That tech‑first mindset vs your people‑first approach is a real contrast for us.
I hear you on the AI angle—data is great, but people still make the call. I’d suggest a quick pilot: run a small cohort of customers through an AI‑driven survey, then have a face‑to‑face round‑table to tweak the insights. Think it could work?
I’m intrigued by blending AI speed with human nuance—let’s keep testing that combo together. I’d love to meet again and dive deeper into how we can make it work.