From Outreach to Paid: Manny Medina on AI agents, SaaS monetisation, and building for the future
The SaaS Revolution Show · 2025-10-09 · 35 min
Episode notes
SaaStock Founder and CEO Alex Theuma speaks with Manny Medina, Co-founder and CEO of Paid (and former Founder and CEO of Outreach), about how AI is reshaping SaaS monetisation and the future of work. Manny shares his journey from scaling Outreach to $250M ARR to launching Paid, an AI-native platform built to help SaaS businesses move beyond seat-based pricing models. He explains why legacy systems are holding founders back, how to stay truly customer-obsessed, and why over half of every org chart could soon be filled by AI agents. Tune in to hear more about:: - Building a new monetisation stack for the AI era. - Why “seat-based pricing” is becoming obsolete. - The importance of in-person customer relationships. - Avoiding operational debt as you scale from startup to $100M+ ARR.