What's Behind Leon Cooperman's $6-94 Billion Portfolio Bet? Inside His 5 Largest Positions

Even in retirement, billionaire investor Leon Cooperman remains actively engaged in portfolio management—a testament to how serious wealth accumulation requires continuous monitoring and reallocation. For those tracking institutional investors’ moves, his recent holdings paint an interesting picture of where sophisticated capital is flowing.

According to public filings and data aggregators tracking mega-investor positions, Cooperman’s investment strategy currently centers on five core positions that reveal some intriguing market trends.

The Mortgage Specialist: Mr. Cooper Group

One of Cooperman’s significant bets is Mr. Cooper Group, a company dating back to 1889 that has carved out expertise in residential lending and mortgage servicing. The firm’s market capitalization recently stood near $6.6 billion. What makes this position noteworthy is the company’s track record: it has delivered annualized returns averaging 14.8% over the past 15 years—a solid performer even against market benchmarks.

The longevity of this business and its consistent performance suggest Cooperman sees stable value in mortgage servicing despite cyclical market pressures.

Infrastructure’s Darling: Vertiv Holdings

Vertiv Holdings represents a more aggressive growth bet within the portfolio. Specializing in critical digital infrastructure—including power management and thermal cooling systems essential for data centers—Vertiv carries a market value around $51 billion. The growth trajectory has been remarkable: annual gains averaged 64% over the past five years. This reflects explosive demand for data center infrastructure, driven by AI expansion and cloud computing proliferation.

Cooperman’s inclusion of Vertiv signals confidence in the structural growth drivers behind digital infrastructure buildout.

Energy Infrastructure: Energy Transfer LP

Energy Transfer LP, valued at approximately $69 billion, operates one of North America’s largest pipeline networks for crude oil, natural gas, and liquids. The company has consistently delivered 10% annualized returns over 15 years. Beyond historical performance, Energy Transfer has been aggressively investing in expansion opportunities. The stock gained significant momentum through 2024, and analysts suggest upside potential remains for infrastructure plays positioned to benefit from energy transition demand.

Private Equity and Insurance Hybrid: Apollo Group Management

Apollo Group Management represents perhaps the most sophisticated position in Cooperman’s portfolio. This $94 billion entity bridges private equity and insurance businesses, creating a hybrid model that has generated approximately 23% annualized returns over the past decade. The combination of alternative asset management and insurance float creates multiple growth vectors, which clearly resonates with Cooperman’s analytical approach to portfolio construction.

Mobility and Storage Solutions: WillScot Holdings

Rounding out the top five is WillScot Holdings, a $6.7 billion company providing modular workspace and portable storage solutions. With 14% average annual gains over ten years, WillScot offers exposure to growing demand for flexible commercial infrastructure. The company’s valuation metrics appear attractive relative to history—trading at a forward price-to-earnings ratio of 21.5 compared to its five-year average of 25.8, suggesting room for expansion.

What These Holdings Reveal

These five positions reveal a sophisticated investor balancing growth exposure (Vertiv), yield and stability (Energy Transfer, Mr. Cooper), alternative investments (Apollo), and selective value opportunities (WillScot). Each company brings distinct competitive advantages and growth catalysts worth monitoring for any investor building a diversified portfolio.