Citi Just Downgraded Bill Ackman's Pershing Square Stock to Sell, Citing a $45 Price Target Versus Its $60 Peak. Is PS Stock Overvalued After Its April IPO Rally?

Pershing Square (PS) stock has fallen 25% from its October peak of $60 to $45 after Citi and Bank of America downgraded it to sell/underperform, citing overvaluation at 54x forward earnings. Both analysts lowered earnings projections due to tepid investment performance and modest expected returns, despite the stock's 87% surge since its April IPO.

10/17/2026, 7:05 PM • The Motley Fool

Bill Ackman Is Directing Up to $3 Billion Into Howard Hughes' Insurance Arm, Vantage, as Part of His Plan to Build a Modern Berkshire Hathaway. Is HHH Stock the Way to Play His Buffett Ambitions?

Bill Ackman is executing a plan to transform Howard Hughes Holdings (HHH) into a Berkshire Hathaway-style insurance holding company combined with an asset manager similar to Brookfield and Blackstone. HHH acquired Vantage for $2.1 billion and plans to invest $2.5-3 billion into the insurance unit over five years, with Pershing Square managing the portfolio. While the stock has pulled back to near book value after initial enthusiasm, the article cautions that success is uncertain and investors should wait for the excitement to subside before investing.

10/16/2026, 2:05 AM • The Motley Fool

Why Insurance Stocks Can Be Some of the Market's Best Long-Term Compounders

Insurance companies can be powerful long-term compounders due to their ability to invest the float—premiums collected before claims are paid out. Different insurers take varying approaches: aggressive investors like Berkshire Hathaway invest heavily in stocks and acquire companies, while conservative insurers like Progressive focus on bonds for stable income. Cincinnati Financial offers a middle ground with ~39% equity exposure and a 50+ year dividend increase streak.

07/27/2026, 9:15 PM • The Motley Fool

Bill Ackman's New Closed-End Fund Trades 20% Below Its IPO Price. Is the Berkshire-Style Bet Broken?

Pershing Square USA, Bill Ackman's closed-end fund, is trading at a 20% discount to its net asset value (NAV) since its IPO. Unlike Berkshire Hathaway, which is an operating company, Pershing Square USA is a closed-end fund that trades on exchanges based on supply and demand. While the discount may seem attractive, investors should understand that closed-end funds often trade at discounts for extended periods, and the discount alone shouldn't be the sole reason for investment.

07/18/2026, 2:15 PM • The Motley Fool

Howard Hughes Holdings Announces Closing of Vantage Group Holdings Acquisition

Howard Hughes Holdings (HHH) completed its $2.1 billion acquisition of Vantage Group Holdings, a specialty insurance and reinsurance company. The transaction marks HHH's transformation into a diversified holding company, with Pershing Square managing Vantage's investment portfolio on a fee-free basis. The deal was financed through HHH's cash and $1 billion in preferred stock issued to Pershing Square Holdings.

06/04/2026, 4:15 PM • Benzinga

Howard Hughes Holdings Appoints Former Arch Capital CEO Marc Grandisson to Company’s Board of Directors

Howard Hughes Holdings appointed Marc Grandisson, former CEO of Arch Capital Group, to its Board of Directors effective May 7, 2026. Grandisson led Arch from 2018 to 2024, delivering 298% total shareholder return (23.2% annually). His appointment comes as Howard Hughes prepares to close its acquisition of Vantage Group Holdings, marking the company's evolution into a diversified holding company with insurance and real estate operations.

04/20/2026, 6:00 AM • GlobeNewswire

Bill Ackman Says Stocks Are “Stupidly Cheap”

Billionaire investor Bill Ackman claims high-quality stocks are trading at extremely cheap prices. The podcast discusses AI's impact on third-party demand aggregators like Expedia and Instacart, SpaceX's record $75 billion IPO plans, and potential value opportunities in stocks like Fannie Mae, Freddie Mac, Howard Hughes, Lululemon, Microsoft, and Alphabet.

04/07/2026, 7:03 PM • The Motley Fool

Concorde Financial Exits Howard Hughes Holdings, Developer of Large Sun Belt Communities

Concorde Financial Corp completely liquidated its stake in Howard Hughes Holdings (HHH), selling 52,047 shares worth approximately $4.28 million. The position represented 2.4% of the fund's assets under management. Howard Hughes Holdings develops master-planned communities in fast-growing markets like Las Vegas, Houston, and Phoenix, generating revenue through property leasing, land sales, and development fees.

03/13/2026, 1:16 PM • The Motley Fool

Bill Ackman Defends His Tax Bill Against Ross Gerber's 'Scam' Accusations: 'This is Totally False'

Billionaire investor Bill Ackman engaged in a heated public dispute with wealth manager Ross Gerber over tax practices. Gerber accused Ackman of exploiting the 'carried interest' tax loophole to pay a lower tax rate than a school teacher on $140 million in earnings. Ackman denied the claims, stating his firm doesn't benefit from carried interest provisions and he pays the highest federal, state, and city tax rates. The exchange highlighted ongoing debate about U.S. tax policy and capital gains treatment.

03/12/2026, 4:20 AM • Benzinga

Bill Ackman Files For Combined IPOs Of Pershing Square, New Fund

Billionaire investor Bill Ackman's Pershing Square filed for dual IPOs on the NYSE for both his hedge fund and a new fund called Pershing Square USA, aiming to raise $5-10 billion at $50 per share. Investors will receive 20 shares of Pershing Square Capital Management for every 100 shares purchased in the new fund. The fund has already secured $2.8 billion in commitments. This follows a failed $25 billion listing attempt in 2024.

03/10/2026, 8:28 AM • Benzinga

My Top 10 Portfolio Holdings to Start 2026

Matt Frankel, a Motley Fool analyst, shares his top 10 portfolio holdings as of January 2026. With approximately 45 stocks in his portfolio, he highlights his largest investments and provides brief commentary on why he favors each position.

01/14/2026, 1:17 PM • The Motley Fool

The "Next Berkshire Hathaway" Just Made a $2 Billion Move

Billionaire hedge fund manager Bill Ackman has invested in real estate developer Howard Hughes Holdings with the goal of transforming it into a modern-day Berkshire Hathaway-style conglomerate. Howard Hughes recently announced its first major step toward realizing this vision with a significant $2 billion move.

01/13/2026, 2:33 PM • The Motley Fool

Howard Hughes Holdings to Acquire Vantage Group Holdings

Howard Hughes Holdings is acquiring Vantage Group Holdings, a specialty insurance company, for $2.1 billion to transform into a diversified holding company. The transaction is expected to close in Q2 2026 and will be financed through cash and preferred stock issued to Pershing Square.

12/18/2025, 6:00 AM • GlobeNewswire

Here Are Billionaire Bill Ackman's 3 Biggest Stock Holdings

Billionaire investor Bill Ackman has concentrated nearly 50% of his portfolio in three stocks: Uber Technologies, Brookfield Corporation, and Howard Hughes Holdings, with Uber being his largest investment at around $3 billion.

11/21/2025, 5:05 AM • The Motley Fool

Billionaire Bill Ackman May Be the Next Warren Buffett -- He's Buying 2 Artificial Intelligence (AI) Stocks Hand Over Fist

Billionaire Bill Ackman is expanding his investment portfolio by purchasing significant stakes in Amazon and Uber Technologies, positioning these AI-related stocks as key holdings in his strategy to build a modern-day Berkshire Hathaway.

10/24/2025, 4:24 AM • The Motley Fool