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 Optimizely, a $500M Martech business doing over $110M in annual revenue. In this episode, Dan takes us through his X series, “First Time Second Time Founder,” where he shares the biggest differences he’s observed in himself as a seasoned entrepreneur vs. when he was a first time entrepreneur.

Dan’s posts:

Focus: https://x.com/dsiroker/status/1718440871819903309?s=20
Feedback: https://x.com/dsiroker/status/1718024961606975885?s=20
Headcount: https://x.com/dsiroker/status/1717775227243897048?s=20
Investors vs. Users: https://x.com/dsiroker/status/1717732248512790530?s=20
Product: https://x.com/dsiroker/status/1717678664718971034?s=20
Collaboration: https://x.com/dsiroker/status/1717593744399376859?s=20

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First Time Founders vs. Second Time Founders