TIP758: Current Market Conditions & Investment Opportunities w/ Derek Pilecki
We Study Billionaires - The Investor’s Podcast Network
Portfolio Mix: Enduring Compounders vs. Turnover Names
Clay asks about portfolio composition; Derek outlines a split of long-term holds and higher-turnover opportunistic positions.
On today’s episode, Clay is joined by Derek Pilecki to discuss the current market conditions and the investment opportunities he’s finding in today’s chaotic environment.
Derek is a managing member and portfolio manager at Gator Capital Management, which manages Financials sector long/short portfolios for private partnerships and mutual funds. Since its inception in July 2008, Gator Capital has compounded capital at 21.8% per annum versus 11.9% for the S&P 500 over the same time period.
IN THIS EPISODE YOU’LL LEARN:
00:00 - Intro 04:33 - Derek’s process of looking for a potential 26% IRR on new investments. 07:43 - How value investing has evolved over the tenure of running his fund. 12:23 - The moves he made during the tariff tantrum earlier this year. 15:14 - How Buffett has influenced him as an investor. 19:51 - The opportunities he’s finding in the market today. 23:00 - How he expects the Fed’s interest rate cuts to impact the economy, the banking sector, and the real estate market. 45:25 - What Derek saw in Robinhood’s stock before it increased by over 10x. 58:24 - Derek’s investment thesis in WEX Inc.
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
BOOKS AND RESOURCES
- Join the exclusive TIP Mastermind Community to engage in meaningful stock investing discussions with Stig, Clay, Kyle, and the other community members.
- Derek’s fund: Gator Capital.
- Derek’s letters.
- Related Episode: TIP669: Quietly Compounding at 20%+ Per Year w/ Derek Pilecki.
- Follow Derek on X.
- Follow Clay on LinkedIn & X.
- Related books mentioned in the podcast.
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