Packy is the creator of Not Boring, the #1 Business Newsletter on Substack with over 200,000 subscribers. In addition to writing, Packy invests in early-stage startups with his fund, Not Boring Capital. He also serves as an advisor to a16z crypto. Follow Packy on Twitter @packyM.

[0:00] - Packy’s journey to becoming a full-time writer

[4:18] - Packy’s decision to forego business school and work for a startup instead

[7:02] - Starting a newsletter and in-person business at the beginning of COVID

[12:25] - How Packy’s writing has evolved since starting the Not Boring newsletter

[16:00] - Modeling Not Boring after Ben Thompson and Bill Simmons’ writing

[18:25] - Not Boring's innovative monetization model with sponsored posts

[22:31] - Packy’s early experiences investing in startups with Not Boring Capital

[29:24] - Scaling Not Boring with software platforms, AI, and people

[33:10] - Why Packy does not use Twitter as much as he used to

[36:55] - How social media could be made better

[44:48] - What's next for Not Boring

[49:12] - Why Packy believes it is important to be optimistic

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