What if the opinions you’ve built over a career could become a real, diversifiable investment instead of a bet on one stock? Paul sits down with Andrew Peek of Tilt to talk about how AI is turning personal conviction into rules-based baskets of stocks, and why that may be a smarter way to act on a thesis than picking a single winner or timing an options trade.
Timestamps:
00:00:00 - Introduction and Andrew’s Entrepreneurial Journey
00:04:42 - From Index Investing to Personalized Portfolios
00:06:17 - How ETFs Work
00:09:24 - Using AI to Invest in a Trend
00:14:40 - Why Picking a Trend Can Beat Picking a Stock
00:15:44 - How Much to Invest in a Trend
00:18:49 - Finding Your Portfolio’s Hidden Exposure
00:26:32 - Using Events and Prediction Markets to Assess Exposure
00:27:54 - Making Trend Investing More Accessible
00:29:23 - Exposure Means Upside as Well as Risk
00:31:26 - Turning an Investment Thesis Into a Portfolio
00:34:53 - How AI Selects Stocks and Sources
00:38:26 - Building a Personalized Portfolio With $10,000
00:42:01 - Sharing a Strategy and Following Other Investors
00:45:36 - Fire-Round Questions and Closing Reflections
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