95 - From Product to Portfolio: Operator's Guide in Navigating Equity & Angel Investing with Mike Oliinyk, Montonio

Last weekend, we sat down with Mike to discuss his impressive product career (ex-Uber, Wise, Wolt) and talk about his experience in angel investing in early-stage startups. Here's what we discussed: - How Mike has chosen companies in his product career - Picking a first product role today - Job-hopping and when to leave a role quickly - Did Mike expect Wise and Volt to grow so big? - Wolt’s acquisition by DoorDash and post-merger changes - Negotiating equity vs. salary in startup roles - Growing a product career in a slowing market - Why more operators become angel investors - Mike’s worst investment and key lessons - How Mike evaluates startups before investing Follow Mike on LinkedIn: https://www.linkedin.com/in/mikeproduct/