Scaling, AI, and Leadership after Big Tech: Lessons from Highspot's Bhrighu Sareen

Thinking about leaving Big Tech for a startup? In this episode of Founded & Funded, Madrona Managing Director Tim Porter sits down with Bhrighu Sareen, who took the leap from Microsoft to Highspot and has been leading AI-driven product innovation ever since. They talk about the realities of transitioning from a massive company to a high-growth startup, scaling AI-driven teams, and how Bhrighu’s helping transform sales enablement through automation and intelligence.  His insights on navigating change, working with founders, and executing at speed are a must-listen for any leader considering the leap from stability to startup chaos. Tune in now for practical strategies and an inside look at how AI is reshaping go-to-market execution.  Transcript: https://www.madrona.com/big-tech-to-startups-highspot-bhrighu-sareen Chapters: 00:00 Introduction 03:01 Bhrigu Sareen's Journey at Microsoft 06:52 Transition to Highspot 10:00 Working with Founders and Building Trust 16:31 Increasing Product Velocity and Efficiency 21:12 Cross-Team Dependencies and Offshore Strategies 23:02 Starting the Journey at Highspot 23:31 Navigating Economic Uncertainty 24:21 Expanding Talent Pool in Vancouver 25:37 Establishing a Development Center in India 27:54 Challenges and Surprises in Transition 29:50 Innovating Through Economic Challenges 31:01 HighSpot's AI and ML Innovations 33:03 AI-Powered Sales Training and Coaching 36:14 Future of AI in Sales and Marketing 43:31 Balancing Data and User Experience 47:28 Looking Ahead: AI Agents and Productivity Gains

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Listen to conversations between Madrona investors and entrepreneurs, founders, and startup personalities who talk about some of the key moments in building a company. Designed to give would-be founders and others interested in working with or for startups a view into the struggle and the lessons learned, these conversations are informal and informative. With more than 25 years of investing in early-stage technology companies, Madrona has worked with founders from day one to help build their company for the long run. We invest in seed and Series A companies in the Pacific Northwest building across the information technology spectrum and in Acceleration (B and beyond) stage companies building with AI, regardless of geography.