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  1. The Acquirers Podcast
  2. Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08
Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08

The Acquirers Podcast · Mar 5, 2026

Gator Capital's Derek Pilecki discusses his deep value, long/short strategy in financials, highlighting cheap regional banks and M&A discipline.

Averaging Down on Losing Stocks is a "Garbage" Strategy that Destroys Capital

The common advice to 'buy more cheaper' when a stock falls is a flawed strategy. It often leads to allocating more capital to your worst ideas and compounding mistakes. Instead of automatically adding to losers, the bar for re-investment should be exceptionally high.

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08 thumbnail

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08

The Acquirers Podcast·10 hours ago

Bank M&A Investing Fails Because Acquirers Are Too Disciplined to Overpay

Investing in banks solely for M&A potential is a poor strategy. Acquirers are disciplined and avoid overpaying, meaning investors are often left holding mediocre franchises waiting for a small pop that may never come. Focus on organic growers or smart acquirers instead.

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08 thumbnail

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08

The Acquirers Podcast·10 hours ago

European Banks Gain Appeal as Management Adopts "Shareholder Value Religion"

After a decade of underperformance, European banks are becoming attractive. Management teams are shifting away from empire-building and adopting a new focus on shareholder value, demonstrated by increasing ROEs, divesting non-core assets, and executing large share buybacks.

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08 thumbnail

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08

The Acquirers Podcast·10 hours ago

Tangible Book Value Growth Is the Top Predictor of Bank Stock Performance

The most reliable indicator for identifying top-performing bank stocks over the long term is the rate of tangible book value (TBV) growth. A screen for banks that have compounded TBV the fastest will yield a list nearly identical to the best-performing bank stocks.

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08 thumbnail

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08

The Acquirers Podcast·10 hours ago

Financial Advisor Firms Like Ameriprise Are Undervalued High-Growth Compounders

Financial advisors such as Ameriprise and Raymond James have compounded earnings at high rates (17% annually) for decades, yet trade at low P/E multiples (~11x). Their sticky, direct-to-customer relationships create a strong moat that the market underappreciates compared to asset managers.

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08 thumbnail

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08

The Acquirers Podcast·10 hours ago

Silicon Valley Bank's Insolvency Was Visible in Its Own Public Filings

Months before its collapse, SVB's insolvency was calculable using its own Q3 2022 earnings release. A simple mark-to-market adjustment of its securities portfolio revealed a negative tangible equity of $4 billion, a clear red flag missed by the market.

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08 thumbnail

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08

The Acquirers Podcast·10 hours ago

Small Banks Retain Business Clients With Sticky Credit, Resisting Fintech Threats

While AI and fintech lower switching costs for retail customers, small and mid-cap banks retain their core clients—small to medium-sized businesses. These businesses depend on the sticky, lifeblood credit relationships with their local banks, making them less likely to switch for better deposit rates.

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08 thumbnail

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08

The Acquirers Podcast·10 hours ago

Private Credit's Rise Makes Banks Safer But Hides Systemic Leverage Risk

Private credit grew by taking on riskier loans that banks shed after Dodd-Frank, making the core banking system safer. However, banks now provide wholesale leverage to these private credit funds with minimal due diligence, creating a new, less transparent concentration of risk.

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08 thumbnail

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08

The Acquirers Podcast·10 hours ago

Passive Fund Flows Make Large-Cap Banks Unusually Expensive vs. Small-Caps

A market anomaly exists where large-cap banks trade at higher multiples (12x earnings) than smaller, faster-growing banks (8x earnings). This is driven by massive passive investment flows into large-cap indices and the perception that large banks are 'too big to fail.'

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08 thumbnail

Derek Pilecki on long/short financials investing, regional banks, non-banks and insurance | S08 E08

The Acquirers Podcast·10 hours ago