Yamini Rangan, CEO of HubSpot (a $40 billion leader in the CRM space) shares how AI is transforming go-to-market strategies, the key lessons Yamini has learned as a first-time CEO, and the sales tactics she’s mastered.

She also discusses the challenges of navigating major business pivots, including how companies can successfully transition into AI-first businesses and what it takes to stay competitive in an evolving landscape.

(00:00) Intro

(00:56) Yamini Rangan's Background and Career Journey

(02:33) Joining HubSpot and Early Challenges

(03:49) Transition to CEO and Leadership Insights

(07:33) Strategic Planning and Long-Term Vision

(15:15) AI Transformation and Product Innovation

(18:57) AI's Impact on CRM and Future Prospects

(28:51) Content Strategy and Customer Engagement

(37:34) Contextual AI Features for Better Usage

(38:13) Human Expectations and AI

(39:36) AI in Daily Productivity

(42:54) The Art and Science of Sales

(51:05) The Role of Curiosity and Resilience in Sales

(53:23) Evolving Company Culture

(55:27) Leadership Style and Management Lessons

(58:27) Scaling Startups: Lessons from Workday

(01:02:54) The Future of AI and Incumbents

(01:14:10) Concluding Thoughts

Executive Producer: Rashad Assir

Producer: Leah Clapper

Mixing and editing: Justin Hrabovsky

Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

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About the Show

Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.