
Sand Hill Road · 2026-04-22 · 16 min
Leah Solivan built TaskRabbit from scratch during the 2008 financial crisis, scaled it into a global platform, and sold it to IKEA - then crossed the table to become an investor. What she learned on both sides: venture capital is a system, it runs on incentives, and most founders don't understand it until it's too late. Solivan talks about the hidden competition inside your investor's portfolio, why the system isn't broken - it's doing exactly what it's paid to do - and how founders can use that knowledge as leverage. Plus: why she's looking for someone to build the AI-native version of TaskRabbit. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.