My First Million #150 - Jason Calacanis Joins The Brainstorm To Talk Robinhood, Gambling and the Opportunities He's Investing In
Feb 3, 2021
Jason Calacanis, an entrepreneur and angel investor known for his early backing of Robinhood, shares his unique journey from journalist to investor. He dives into his gambling experiences and what they reveal about investment strategies. The conversation touches on the demise of tech media, the booming potential of paid communities, and his predictions for the rise of income share agreements and travel startups. With fresh insights on the evolving landscape of entrepreneurship, Jason's thoughts provoke excitement for the future of investment.
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Names, Names, Names
- A South Carolina news publisher thrived by focusing on local names.
- Mentioning many names ensures content gets shared because people love seeing themselves or acquaintances mentioned.
Journalism's Shift
- "Late-stage journalism" often prioritizes speed and virality over accuracy.
- Influential figures now bypass traditional media, communicating directly via platforms like Clubhouse and newsletters.
Crisis Communication
- Founders should prioritize transparent communication, especially during crises.
- Robinhood could have handled the GameStop situation better by acknowledging limitations and raising capital proactively.
