Shows
We Study Billionaires - The Investor’s Podcast NetworkTIP782: The Search for Mispriced Stocks w/ Clay FinckIn this episode, Clay reviews the book Hidden Investment Treasures by Daniel Gladiš and explores how the rise of passive investing has created growing inefficiencies in today’s market.
IN THIS EPISODE YOU’LL LEARN:
00:00:00 - Intro
00:02:37 - How the rise of passive investing has weakened the price discovery process
00:07:38 - Why price and value often diverge in overlooked parts of the market
00:15:37 - Why today’s market environment may be especially favorable for disciplined value investors
00:23:53 - Why paying the right price matters more than forecasting short-term market movements
00:29:43 - How capital allocation, balance sheet strength, and man...
2026-01-091h 01
The Intrinsic Value Podcast - The Investor’s Podcast NetworkTIVP045: Robinhood Markets Inc. (HOOD): The World’s Most Innovative Financial Company? w/ Shawn O’Malley & Daniel MahnckeShawn & Daniel discuss how Robinhood transformed investing with commission-free trading, overcame controversies, and now aims to become a full-service financial platform through Robinhood Gold.
IN THIS EPISODE, YOU’LL LEARN:
00:00:00 - Intro
00:00:40 - How Robinhood disrupted the entire brokerage industry
00:32:05 - How Robinhood can offer commission-free trading
00:05:34 - Why Robinhood Gold may be the financial services equivalent of Amazon Prime
00:46:55 - What makes Robinhood so well-positioned to capitalize on the passing down of wealth from Baby Boomers to Millennials and Gen Z
00:28:10...
2025-11-091h 42
Monetary Matters with Jack FarleyCredit Concern is Overblown Argues Financials Hedge Fund Manager Beating the S&P 500 | Derek Pilecki of Gator CapitalDerek Pilecki’s hedge fund Gator Capital has outperformed the S&P 500, compounding at over 22% since inception while focusing exclusively on financial sector stocks. In this interview Derek discusses why he thinks recent concern in the financial sector is overblown, how he has grown his firm’s assets to over $300m, and why he believes that good performance is simply not enough to grow a successful hedge fund. Derek also discusses how he manages his mutual fund alongside his hedge fund and why he doesn’t see the vehicles as competing but serving two separate investor bases.
2025-10-2856 min
Other People's Money with Max WietheThe Hedge Fund Beating the S&P 500 Trading Only Financial Stocks | Derek Pilecki of Gator CapitalDerek Pilecki’s hedge fund Gator Capital has outperformed the S&P 500, compounding at over 22% since inception while focusing exclusively on financial sector stocks. In this interview Derek discusses why he thinks recent concern in the financial sector is overblown, how he has grown his firm’s assets to over $300m, and why he believes that good performance is simply not enough to grow a successful hedge fund. Derek also discusses how he manages his mutual fund alongside his hedge fund and why he doesn’t see the vehicles as competing but serving two separate investor bases.
2025-10-2856 min
We Study Billionaires - The Investor’s Podcast NetworkTIP758: Current Market Conditions & Investment Opportunities w/ Derek PileckiOn 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 pote...
2025-10-031h 02
Stock Spin-off Investing Podcast3. Derek Pilecki of Gator Capital Discusses His Approach to Investing in Financial Spin-offsIn this episode, Rich Howe interviews Derek Pilecki of Gator
Capital.
We discuss how Derek approaches spin-offs in the financial sector. He shares lessons learned from Jackson Financial (JXN), BBX Capital (BBXIA), Virtis Investment Partners (VRTS), and Voya Financial (VOYA).
0:54 – How Derek founded Gator Capital
4:40 – Gator Capital current AUM
5:40 – What it was like to start a financials focused hedge fund right before the Great Financial Crisis
7:40 – If Derek had to start his hedge fund from scr...
2024-11-2544 min
We Study Billionaires - The Investor’s Podcast NetworkTIP669: Quietly Compounding at 20%+ Per Year w/ Derek PileckiOn today’s episode, Clay is joined by Derek Pilecki.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 21.0% per annum versus 11.8% for the S&P 500 over the same time period.IN THIS EPISODE YOU’LL LEARN:00:00 - Intro01:48 - Derek’s experience of launching a financials-focused fund 10 weeks before the collapse of Lehman Brothers.12:13 - Derek’s advice to aspir...
2024-10-181h 08
Asset BackedDerek Pilecki, CFA, Managing Member and Portfolio Manager, Gator Capital ManagementDerek is a former client and runs a successful investment management organization based in Tampa, Florida. He is a husband, father, founder, and investor that specializes in small and mid-cap financials. He and I caught up and talked about banks, private credit, financial industry stocks, his research and investment process, and much more in this episode. He has grown his firm largely through word-of-mouth and his excellent investment letters and research notes. I hope you enjoy the conversation.In 2008, Derek Pilecki founded Gator Capital Management. He currently manages a long/short financials strategy, long-only financials strategy, and...
2024-05-2956 min
Yet Another Value PodcastGator Capital Management's Derek Pilecki shares his thoughts on Banks and Financials in 2024Derek Pilecki, CFA, Managing Member and Portfolio Manager at Gator Capital Management, joins the podcast to have a general conversation about the Financial Sector: banks, crypto and more!
For more information about Gator Capital Management, please visit: https://gatorcapital.com/
Chapters:
[0:00] Introduction + Episode sponsor: Tegus
[1:49] What's most interesting to Derek in Financials sector today / $NYCB / Valley and Western Alliance
[12:28] Western Alliance
[19:43] Capital One and thoughts on Discover merger
[28:36] Overall regulatory environment with banks and financials
[30:51] Election and how that affects banks
[33:26...
2024-03-181h 05
The Business BrewDerek Pilecki - A Financials SpecialistDerek Pilecki stops by The Business Brew to discuss Financials. Derek is a Financials specialist with a track
record that speaks for itself. See https://gatorcapital.com/ for more information.
Derek currently manages a long/short financials strategy, long-only financials strategy, and various other individual portfolios. He has managed a private fund for 11 years. He also launched one mutual fund and took over management of another mutual fund.
From 2002 through 2008, Derek was a member of the Goldman Sachs Asset Management (GSAM) Growth Equity Team (Co-Chair of the Investment Committee for the Growth Team and a Por...
2023-07-061h 15
Planet MicroCap Podcast | MicroCap Investing StrategiesEp. 193 - A Deeper Look at Financials with Derek Pilecki, Portfolio Manager at Gator Capital ManagementFor this episode of the Planet MicroCap Podcast, I spoke with Derek Pilecki. He is the Portfolio Manager at Gator Capital Management. After a great recommendation by friend of the show, Rich Howe from Stock Spinoff Investing, Derek and I found a time to connect and discuss all things financials. We chatted about regional banks, Puerto Rico, consumer finance, and what it's like starting a hedge fund in the middle of the Global Financial Crisis. Since launching Gator Capital, his fund's performance has been stellar - 21.52% Annual Compound Return, and I really enjoyed finding out why.
2021-09-2256 min