About these summaries
Octagon has summarized 10 episodes of My First Million published between Oct 16, 2026 and Nov 11, 2026. The companies discussed most often are Mercury, Beehiiv and Hampton. Each summary lists key takeaways, short timestamped quotes and the companies and tickers mentioned, with a link to the full episode.
Most-mentioned tickers
- HUBS 2
Most-mentioned companies
- Mercury 7
- Beehiiv 4
- Hampton 4
- HubSpot 3
Episodes
- How to stop watching your life and start living it - Robert Greene
Robert Greene argues that modern life has narrowed people’s experience, largely because phones, social media, and AI keep attention external and fragmented.
- Building easy AI apps is a bad idea. Here's 8 better bets
The hosts argue that the best AI opportunities over the next five years are not in generic software, content, or coding tools, but in the physical world: drugs, food, warfare…
- These AI-proof businesses can make you $10M/year
The episode argues that some of the best AI-proof businesses are not software products at all, but communities built around professionals, enthusiasts, and whales.
- $100M fund manager: how to live life so intensely that you die with zero regrets
Bill Perkins argues that the real problem in wealth is not how much you make but whether you use money, health, and time in the right order.
- Ex-Amazon VP: the RUTHLESS reality of working for Jeff Bezos
Ethan Evans describes Jeff Bezos as an unusually sharp but relentlessly critical manager whose default mode was to find flaws, not offer praise.
- $100M founder: how to make millions with non-obvious opportunities
Nick Kokonas argues that the edge in business is usually not invention but arbitrage: spotting a mispricing, understanding the time scale around it, and moving faster than…
- 2 business ideas, moats and the best stuff we found on X
The episode is a rapid-fire reaction to trending posts on X and whether they point to real businesses or just good social media.
- We watched the Elizabeth Holmes doc (and honestly, WTF)
The hosts frame Nathan Fielder’s Elizabeth Holmes documentary as a spoiler-heavy, three-hour dissection of whether Holmes was a mastermind, a true believer, or both.
- How he beat the S&P 500 for 11 years doing (almost) nothing
The episode centers on a public investor who reportedly averaged a 21.8% annual return over roughly 12 years while making only 2.9 stock decisions per year, including several…
- You can’t help but print money if you have these 6 traits
The hosts argue that some founders and investors are “natural money makers”: people with a high hit rate, a strong nose for opportunity, and a cold, rational relationship to money.
My First Million, its episodes and artwork belong to Hubspot Media. Octagon is not affiliated with the show; these pages are independent summaries.
