October 28th, 2025
In this episode of the Give First podcast, Brad Feld sits down with Sameer Dholakia, partner at Bessemer Venture Partners and former CEO of SendGrid, the first Techstars company to go public.
When Sameer joined SendGrid, growth was slowing and the company was losing money. Under his leadership, it became a $250M business, went public, and was later acquired by Twilio.
Sameer shares the story of how his mother’s advice shaped his approach to leadership and why empathy and clarity became his greatest tools as a CEO. From his first days stepping into a nervous team, to navigating “oh sh*t” moments on the path to IPO, Sameer reflects on the lessons that defined his career, and how they continue to guide his work with founders today.
Sameer Dholakia ➡️ LinkedIn