Ep. 1 – Jake Chasan: From Goldman Sachs to VC to Stanford GSB

In this debut episode of The Capital Play, CJ sits down with Jake Chasan to unpack his journey through some of the most competitive corners of high finance — from investment banking at Goldman Sachs to venture capital at Sapphire Ventures, and now the MBA program at Stanford GSB.They dive deep into the real differences between IB and VC, not just in terms of work style but in mindset, pacing, and how relationships are built. Jake shares two standout stories from his career that reveal how much nuance there is behind closed doors.Whether you’re just breaking into finance or trying to figure out your next step, this conversation offers clear insight on how to navigate the game, spot the right opportunities, and stay grounded while aiming high.