Billionaire Investor Bill Ackman's Election Bet Could Hit Big After Trump's Victory

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Many investors tried to position their portfolios based on which candidate they thought might win the U.S. presidential election. Billionaire investor Bill Ackman and his fund, Pershing Square Capital Management, held a large position in two stocks they predicted would win if former President Donald Trump triumphed.

Following Trump's victory, the entire market soared. Few, if any, stocks have performed better than these two, which trade on over-the-counter exchanges. Ackman has seemingly done it again and could be poised to cash in big on his election bet now that Trump has won. Let's take a look.

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Jackpot for Fannie and Freddie

For the last 15 or so years, a small group of shareholders has bet on the Federal National Mortgage Association (OTC: FNMA), also known as Fannie Mae, and the Federal Home Loan Mortgage (OTC: FMCC), also known as Freddie Mac, one day exiting government conservatorship through a recapitalization. Fannie and Freddie both serve as a vital source of liquidity in the mortgage market, securitizing mortgages and selling them to investors. This allows banks and other lenders to get mortgages off of their balance sheets so they can meet demand.

The government took Fannie and Freddie into conservatorship during the Great Recession and injected about $190 billion into the two companies after they got caught up in the subprime mortgage crisis. Between 2012 and 2019, the two government-sponsored entities (GSEs) have passed along $292 billion in profits to the Treasury. The Treasury also holds roughly $200 billion of senior preferred stock in both agencies and warrants equal to 79.9% of total outstanding shares expiring in September 2028.

In 2019, the Treasury Department amended its agreement with Fannie and Freddie, allowing them to build capital. The Federal Housing Finance Agency (FHFA) also established regulatory capital requirements that the GSEs would need to reach to exit conservatorship. The moves marked a potential exit plan for Fannie and Freddie that could culminate in a massive capital raise.

Many of these events took place during Trump's first term, and Trump made it clear that he wanted to exit the GSEs from conservatorship. During the recent presidential campaign, investors assumed a Trump victory would resume these efforts.

Ackman, a vocal supporter of Trump, and Pershing have been believers for more than a decade that there is an "economic and political rationale" to independence for the GSEs, and in Pershing's 2023 annual report, they all but said the key lies in a Trump victory: