Aug 4, 2026 · 51 min · 15 segments
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️ **Today's episode explores three ideas that caught…
Vasu KulkarniGuest
Andrew KazlowHost
There's no way anyone is putting millions of dollars into anything and saying, I don't care about the value.

It was, what, 800 bucks when it came out, which is considered crazy? To me, ultimately, the entire value of all of these items lives completely in the

story Welcome to The Diligent Observer, where we help angel investors see what most miss.

I'm your host, Andrew, and every week we explore what works, what doesn't, and why through conversations with experienced startup investors and operators.

My guest today is Vasu Kulkarni, founding partner of Courtside Ventures, a sports and entertainment VC that he launched in 2016 and, more importantly, an avid watch, ticket stub, and game-worn memorabilia collector.

Over the years, Vasu's fund has backed companies like StockX and The Atlantic, which exited to the New York Times for over half a billion dollars in 2022.

In this episode, Vasu makes the bull case for collectibles as an asset class, explains why the hunt is 99% of the utility as a collector, and shares his top questions for evaluating angel deals in this really interesting space.
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