Rewind is a personalized AI powered by everything you’ve seen, said, or heard. Rewind’s co-founder and CEO Dan Siroker lived several lifetimes before starting the company: product manager at Google, Director of Analytics for the 2008 Obama campaign, and co-founder of Optimizely. Lightspeed Partner and host Michael Mignano spent some time with Dan talking about the roads that got him to Rewind, and where he sees things going next.

Episode Chapters

(00:00) Early days

(06:32) How going deaf inspired products that give humans superpowers

(09:53) How A/B testing helped Obama win 

(12:57) The worst ways to come up with startup ideas

(14:36) A breakthrough at Y Combinator

(18:42) Getting Optimizely off the ground

(22:18) Customer empathy is the most important thing

(23:50) Bad advice for a CEO

(25:45) How Dan’s “grass is greener” mentality led to Rewind

(27:31) What exactly is Rewind?

(31:03) How Rewind is creating a shift in user behavior

(36:22) Hacking the standard fundraising model

(40:26) The mechanics of Rewind for macOS and iOS

(44:58) New Rewind release: the Rewind Pendant

(47:48) How Rewind thinks about privacy

(50:43) Privacy product decisions

(53:21) Incumbents’ next moves

(57:27) When will the Rewind Pendant be available? 

(01:01:04) Is Rewind hiring?

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