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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

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Topics in this episode

SaaS pricingSeat-based pricingpricingagentspaid

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.

Related episodes across the Index

Other episodes covering the same guests and topics, from across The B2B Podcast Index.

  • Retail Pricing Under Scrutiny: Trust, Fairness, and the Future of Pricing with Barrie CarmelPricing Heroes · on pricing91 / 100
  • How a Solo Dev Hit 10K MRR by Tripling Prices OvernightThe Indie Hacker Podcast with Fexingo · on SaaS pricing75 / 100
  • Building AI Pricing with Dan BalcauskiSaaS Scaled · on SaaS pricing73 / 100
  • Stop Hiring SDRs and Start Building Real Partner Ecosystems Instead with Keith Bossier | Ep. #314The Modern Selling Podcast · on Seat-based pricing71 / 100
  • The Real Power of Pricing with Ajit Ghuman, co-founder of MonetizelyProduct Chats Podcast · on SaaS pricing69 / 100
  • From Hiring Scrappy Teams to Rethinking AI Pricing | GTM Crossroads #11GTM Crossroads Podcast · on Seat-based pricing54 / 100

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