The Diary of a CEOBillionaire's WARNING: I'm SELLING Everything. The Crash Is Already Here!
CHAPTERS
- 0:00 – 0:34
Cold open: ‘Don’t own US stocks’ + sell US tech, avoid crypto, SpaceX skepticism
Steven opens with rapid-fire investing questions and Jeremy Grantham delivers blunt, headline-grabbing answers: avoid US stocks (including the S&P 500), sell big US tech exposure, and steer clear of crypto. Grantham also pokes at SpaceX’s valuation narrative, setting the tone for a conversation about bubbles and hype.
- 0:34 – 4:13
Grantham’s 60-year track record and why bubbles keep happening
Grantham recounts his long career managing institutional money and explains his core edge: a long-term lens and skepticism about perpetual growth. He argues humans are systematically short-term, optimistic, and prone to extrapolate good times—fertile ground for bubbles.
- 4:13 – 6:58
AI as a world-changing technology—and why that makes it perfect bubble fuel
Grantham argues that the biggest bubbles form around the most transformative ideas (railroads, internet), because capital floods in faster than real returns can justify. He warns the AI trade shows classic late-bubble characteristics and could peak soon on a historical timeline.
- 6:58 – 9:17
How he built an investing empire, became a billionaire, and gave most away
Grantham outlines his early career, the evolution of modern investing styles (value, small-cap, indexing), and the growth of his firm. He also explains his philanthropy: giving ~90–95% of his wealth to an environmental foundation investing in climate solutions.
- 9:17 – 18:21
If the bubble breaks: what crashes look like and a practical diversification playbook
Grantham describes how ‘high flyers’ typically fall the most and connects major historical busts (1929, Nifty Fifty, Japan 1989) to long, painful aftermaths. He then shifts to actionable basics: diversify across cash, bonds, metals, and be cautious about property at today’s prices.
- 18:21 – 25:52
Why he says ‘avoid US stocks’—and why advisors won’t tell you that
Grantham argues US equities are exceptionally overpriced versus the rest of the world and that forward returns could be poor for years. He claims the advisory industry is structurally disincentivized from recommending market exits, and shares a story from the 1999 bubble to illustrate the conflict.
- 25:52 – 29:00
Entrepreneurs: raise cash now + Keynes, momentum, and why markets aren’t ‘efficient’
Steven asks what founders should do if capital tightens; Grantham endorses raising money while it’s available and building conservatism. They discuss Keynes, the limits of efficient-market logic, and how momentum and psychology often dominate price.
- 29:00 – 36:21
The real risks of AI: benevolence, moral constraints, and the ‘paperclip’ problem
The discussion turns from markets to AI safety: experts disagree on whether AI brings abundance or catastrophe. They debate whether ‘benevolence’ can be built into systems without creating competitive disadvantages, and unpack the classic misalignment ‘paperclip maximizer’ scenario.
- 36:21 – 39:49
Magnificent 7: from separate monopolies to a brutal AI arms race
Grantham contrasts the Mag 7’s past dominance in distinct markets with a future where they collide head-on in AI. He frames the current moment as an expensive battle for survival—massive capex, borrowing, and uncertain winners.
- 39:49 – 41:50
Sponsor break: building content systems and sales systems
Steven pauses for sponsor segments covering AI-assisted content creation and CRM systems. The interlude is positioned as practical tools for creators and founders.
- 41:50 – 50:39
Robots, jobs, and SpaceX: why Grantham calls it peak-euphoria storytelling
Steven describes rapid progress in robotics and asks about job displacement; Grantham agrees disruption is likely and worries about energy demand and societal danger if everything scales fast. They then debate SpaceX/Elon: engineering brilliance versus hype, valuation narratives, and what it signals about a market top.
- 50:39 – 53:00
Most valuable skills for the future—and signs society may be fraying
Asked what he’d advise young people to learn, Grantham emphasizes practical, resilient skills (engineering, repair, food systems) and climate-related work. He argues modern life is getting harder—housing, services, and social cohesion—and people should plan for a tougher baseline.
- 53:00 – 1:05:16
Inequality and the ‘reset’ risk: taxes, history, and how to build wealth anyway
Grantham and Steven examine wealth inequality, why it destabilizes societies, and what history suggests happens when gaps get extreme. They discuss policy levers (more progressive taxation) and pivot to personal wealth-building: riding major waves like AI, taking risk, but investing defensively in a bubble-prone market.
- 1:05:16 – 1:45:51
Sponsor break then the baby bust: sperm-count collapse, microplastics, pesticides, and what to do
After a brief sponsor interlude, the conversation shifts to fertility decline and environmental toxicity. Grantham cites accelerating sperm-count drops, links them to endocrine disruptors (plastics, PFAS, BPA/phthalates) and pesticides, then offers practical mitigation advice—especially for pregnancy. They close on the ‘social contract,’ where to live for safety nets, and Grantham’s ambition to write a ‘Silent Spring’-style book on toxicity and family-friendly societies.
