The Secret to Long-Term Investing with Raoul Pal | The Journey Man

Raoul Pal kicks off the Festival of Trading by revealing his personal investing philosophy and why he shifted away from short-term trading toward long-term compounding. He explains how he uses macro trends, liquidity, technical indicators, and risk management to identify opportunities across Bitcoin, Ethereum, Solana, Sui, and technology stocks. Raoul also walks through his approach to position sizing, volatility, and finding attractive risk-reward setups while avoiding the pitfalls of overtrading. 🏆 The Real Vision Trading is now open! The best trade ideas on the platform compete for $80,000 in cash. Register for free to secure your spot. 📈 Trading League: https://realvision.com/your-future?utm_medium=social&utm_source=youtube&utm_campaign=2026_uyf&utm_content=journey-man Today's episode is supported by Pyth Network, the fastest-growing name in market data, packed with over three thousand instruments covering equities, commodities, FX, rates, and crypto, plus the largest set of 24/7 financial indices out there. Pyth has already partnered with Fidelity, Revolut, Kalshi, Jane Street, Coinbase, and the U.S. Department of Commerce, and has recently developed a new model for financial data distribution. When modern markets require modern data solutions, Pyth Network is quickly becoming the answer. And it’s probably the only name in market data you can check out for free. Head over to pyth.network to take advantage of their free trial. Timestamps: 00:00 - Raoul Pal’s Trading Philosophy 01:12 - How Raoul Approaches Investing and Risk 03:47 - The Compounding Machine: Why Secular Trends Matter 05:08 - Business Cycles, Liquidity, and Portfolio Positioning 06:05 - How to Size Positions Using Volatility 08:59 - Tesla: Finding Entries in a Secular Uptrend 11:08 - Using Trend Indicators, Stop Losses, and DeMark Signals 14:59 - Why the Dollar Matters for Liquidity and Markets 17:15 - Ethereum: Measuring the Long-Term Opportunity 20:46 - Ethereum’s Risk/Reward and Potential Upside 23:07 - Sui: How Raoul Approaches Higher-Risk Crypto Bets 25:33 - Combining Technicals With the Macro Backdrop 27:21 - Why Raoul Concentrates in Technology and Crypto 30:35 - Building a Portfolio Around Time Horizon and Risk 33:23 - Why Raoul Prefers Holding Over Trading the Cycle Learn more about your ad choices. Visit podcastchoices.com/adchoices