Billy Gallagher
CEO and founder of Prospect with a background in early-stage venture investing and experience at Rippling; focuses on helping employees manage and optimize startup equity.
Best podcasts with Billy Gallagher
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160 snips
Nov 20, 2025 • 1h 20min
Understanding equity at tech companies, with Billy Gallagher of Prospect
Billy Gallagher, CEO of Prospect, shares insights from his venture investing background to help employees navigate the complexities of startup equity. He explains the pitfalls of relying on simplistic equity advice and the critical importance of understanding options versus RSUs. Gallagher discusses the nuances of early exercising options, the implications of taxes, and the value of informed decision-making in managing equity. They also touch on the growing trend of tender offers and the impact of startup equity on financial growth and career trajectories.
14 snips
Feb 24, 2026 • 55min
The Art & Science Of Choosing Which Startup To Join & How To Value Your Equity w/ Billy Gallagher, CEO @ Prospect
Billy Gallagher, founder and CEO of Prospect and former Khosla Ventures investor and early Rippling employee, helps startup employees manage private equity. He breaks down quantitative signals like investor quality, headcount, and secondaries. He also covers founder experience, the Series A–C breakout window, tools to research startups, and practical equity mechanics such as options vs RSUs and negotiation priorities.
