In this episode of Joe’s Happy Hour, Joe sits down with angel investor, entrepreneur, and Stocktwits co-founder Howard Lindzon for a candid conversation about investing, technology, and the evolving financial landscape.
Howard shares stories from his early Apple fanboy days to backing Robinhood, EToro, and Manscaped. He opens up about his biggest wins—and biggest mistakes—like passing on early Twitter. Together, Joe and Howard explore the power of spotting trends, the challenges of sticking with them, and why understanding when to get off is just as important as knowing when to get in.
From the “degenerate economy” to prediction markets as the future of news, this conversation blends humor, insight, and decades of hard-earned wisdom. If you’ve ever wondered how to navigate markets, balance optimism with realism, or simply enjoy a good story about investing, this one’s for you.
⏱️ Chapter Markers
00:00 – Introduction & Howard’s background
05:00 – Early investing, Apple & the bull market since 1965
12:00 – Stocktwits, blogging, and finding your online community
18:00 – Identifying and riding market trends
26:00 – Robinhood, GameStop, and the evolution of investing apps
36:00 – Twitter mistakes and lessons learned
48:00 – YouTube’s value and underestimated potential
56:00 – The rise of prediction markets & PolyMarket
1:07:00 – The “degenerate economy” explained
1:20:00 – Public vs. private markets: where to invest today
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