HubSpot Burned the Roadmap for AI | Dharmesh Shah Explains Why
May 7, 2026
In this episode 48 of the Get Paid podcast, host Manny Medina sits down with Dharmesh Shah, Co-Founder and CTO of HubSpot, for a wide-ranging conversation about the AI transformation reshaping SaaS from the inside out, from the early days of GPT-2 access to HubSpot’s bold decision to burn the product roadmap and go all-in on AI.
In this episode 48 of the Get Paid podcast, host Manny Medina sits down with Dharmesh Shah, Co-Founder and CTO of HubSpot, for a wide-ranging conversation about the AI transformation reshaping SaaS from the inside out, from the early days of GPT-2 access to HubSpot’s bold decision to burn the product roadmap and go all-in on AI.
What You’ll Learn:
- HubSpot's internal “startup within a startup” model
- Why vibe coding won't replace software companies
- How HubSpot landed on a hybrid seats-plus-credits pricing model
- What it really takes to break through passive resistance when an entire organization needs to change direction
Dharmesh Shah is the Co-Founder and CTO of HubSpot, a leading AI-native customer platform serving over 270,000 customers globally. With 30+ years of experience in software development and entrepreneurship, Dharmesh has been instrumental in HubSpot's evolution from a marketing automation pioneer to a comprehensive CRM powerhouse. His strategic vision on AI reasoning models, agentic software, and the future of SaaS monetization directly shapes how enterprises build products in the AI era.
Episode Resources:
Episode Resources:
Get Paid with Manny Medina is handcrafted by our friends over at: fame.so
Previous guests include: Dharmesh Shah of HubSpot, Amjad Masad of Replit, Wade Foster of Zapier, Eric Simons of Bolt.new, Nick Mehta of Gainsight, Flo Crivello of Lindy AI, and Karan Parekh of Clay.
Check out our three most downloaded episodes:
- From “Tinder for Co-founders” to $7M ARR: Maximus Greenwald’s Wild Ride Building Warmly
- Why Clay Cut Its Own Revenue to Prove a Point About SaaS Pricing | Karan Parekh | Get Paid with Manny Medina
- How Intercom’s CFO Bet the Business on Outcome-Based Pricing