Billionaire Bill Ackman has been running Pershing Square Capital Management since 2004, and many wise investors regularly track his stock trades. Right now, Ackman has nearly 50% of his portfolio tied up in just three holdings. They are:

NYSE: UBER
Key Data Points
1. Uber Technologies
Uber Technologies (UBER 6.89%) is currently Ackman's biggest investment. Pershing Square's Uber stake is currently worth around $3 billion, comprising roughly 20% of his entire portfolio.
Ackman is a relative newcomer to Uber. Pershing Square didn't own shares until the first quarter of 2025, and it's been a great bet so far.
Hype surrounding artificial intelligence (AI) and self-driving cars has propelled Uber stock higher by more than 40% year to date. Now valued at $188 billion, Uber looks like a great option for betting on the robotaxi market -- which some experts believe could someday be worth as much as $10 trillion globally.
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2. Brookfield Corp.
Most investors aren't familiar with Brookfield Corp. (BN 0.07%), a global alternative investments manager. Brookfield focuses on non-traditional assets, like renewable energy or infrastructure projects. Through a variety of managed funds, the company makes money by investing in alternative assets, while also collecting management fees for people who invest through its funds.
Brookfield is also a relatively new position. Ackman first purchased shares in early 2024. Shares have risen 13% year to date, contributing to an impressive 101% return over the last five years.
3. Howard Hughes Holdings
Howard Hughes Holdings (HHH 0.39%) is a sprawling real estate company, with projects in Hawaii, Nevada, Virginia, Texas, Maryland, and Arizona. Many of its properties are Master Planned Communities -- essentially, entire towns built from scratch.
Ackman is very familiar with this business, as he helped found the company in 2010 as a spinoff of General Growth Properties, which reorganized to get out of bankruptcy. This holding could be a value: Over the past five years, the stock price is up by only 20%.