The Dart Board x FUTURE TITANS is proud to present Ron Biscardi of iConnections in conversation with Bill Gurley, longtime Benchmark partner and one of the most influential venture capitalists of the past two decades. Recorded live at the FUTURE TITANS Emerging Manager Summit, Bill discusses the themes behind his new book Running Down a Dream and the idea that great careers often begin when someone gives themselves permission to pursue what they truly care about.
In this conversation, Bill reflects on the career pivots that shaped his path—from engineering to Wall Street to venture capital—and shares lessons for founders and investors navigating today’s market.
We also discuss the current AI boom, why real technological revolutions often come with bubbles and speculation, the growing concentration of capital in venture, and why the industry still tilts toward young investors willing to out-hustle the competition.