Acquired Special Episode: Jason Calacanis
11 snips
Apr 29, 2020 
Join Jason Calacanis, a veteran entrepreneur and angel investor, as he shares his incredible journey from a kid porter in Brooklyn to a leading voice in tech. He reflects on the intertwining worlds of poker and startup culture, revealing how early experiences shaped his investment strategies. The discussion dives into the evolution of podcasting and the need for independence in media. Jason also offers insights on navigating the angel investment landscape and highlights the rise of data-driven decision-making with companies like Statsig.
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Growing Up in a Bar
- Jason Calacanis recounts working at his father's bar during childhood, doing tasks for diverse patrons.
- This early exposure to commerce sparked his interest in power and money.
Jason's Hot Tapes
- Jason Calacanis's first business involved copying and selling VHS tapes of Empire Strikes Back.
- A math teacher subtly reprimanded him, leading to an early lesson about copyright.
Poker Beginnings
- David Rosenthal asks about Jason Calacanis's poker background, noting its influence on his investing style.
- Calacanis details his poker journey, from low-stakes games in New York to high-stakes games in LA.
