Get Paid with Manny Medina
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:

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:

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