Most career advice gets one thing wrong: it always tells you to follow your passion.

In this episode of Technoventure, Bill Gurley, recent Author of Runnin’ Down a Dream, General Partner at Benchmark and investor in companies like Uber and Zillow shares a more actionable framework: follow your fascination. Drawing from decades in venture capital and insights from his new book, Gurley explains how curiosity, not convention, drives long-term success.

Key insights include:

• Why fascination is a stronger signal than passion
• How over-structured career paths lead to disengagement
• The role of peer networks in accelerating growth
• Why non-linear careers produce better outcomes
• How AI is reshaping opportunity and speculation cycles