Building Outreach to a $4bn unicorn and helping AI agents get paid with Paid.ai - Manny Medina, Co-Founder & CEO @ Paid.ai

This week on Riding Unicorns, we’re joined by Manny Medina, the visionary founder behind Outreach — the $4B sales engagement unicorn — and now co-founder & CEO of Paid.ai, a startup pioneering how AI agents get priced, paid, and scaled. We dive into Manny’s remarkable journey from zero to $250M+ ARR with Outreach, the gritty early days of selling door-to-door with no cash, and how he turned that experience into a masterclass in category creation. Now, with Paid.ai, Manny is laser-focused ...