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Big Banks Woo Trump for Roles on Blockbuster IPO

October 7, 2025 at 03:00 AM
4 min read
Big Banks Woo Trump for Roles on Blockbuster IPO

Wall Street is buzzing, but not just with the usual hum of deal-making. Instead, a peculiar political courtship is unfolding, as the nation’s largest financial institutions are engaged in what many are calling one of the strangest bake-offs ever. The prize? A coveted role in the planned initial public offering (IPO) of Fannie Mae and Freddie Mac, a deal that could easily be the largest in U.S. history. And the key decision-maker isn't a board or a committee, but rather former President Donald Trump himself.

This isn't your typical beauty contest where banks showcase their underwriting prowess, distribution networks, and analyst coverage. This is a highly politicized maneuver, where demonstrated loyalty to Trump and his administration is reportedly weighing as heavily as, if not more than, traditional financial metrics. Indeed, sources close to the discussions suggest that Trump is taking a personal interest in selecting the banks that will shepherd the two mortgage giants back to private ownership, bypassing the usual meritocratic process favored by the Treasury Department and regulatory bodies.


The stakes couldn't be higher. Fannie Mae Fannie Mae and Freddie Mac Freddie Mac, the government-sponsored enterprises (GSEs) that underpin the vast majority of the U.S. mortgage market, have been under government conservatorship since the 2008 financial crisis. Their eventual privatization, a goal of administrations for over a decade, could involve raising hundreds of billions of dollars in capital, making the fee pool for the underwriting syndicate astronomically lucrative. Typical lead bookrunner fees, even at a conservative 1-2%, would translate into billions for the chosen banks. Beyond the immediate payout, a lead role in such a landmark transaction offers unparalleled prestige and a powerful calling card for future mega-deals.

For the Wall Street titans – think JPMorgan Chase, Goldman Sachs, Bank of America, Morgan Stanley, and others – securing a spot on this mandate is paramount. It’s not just about the money; it’s about signaling influence, access, and a firm's ability to navigate the complex intersection of finance and politics. The process, however, is anything but conventional. Instead of detailed pitch books outlining sophisticated valuation models and investor targeting strategies, some firms are reportedly emphasizing their executive teams' relationships with Trump and his inner circle, or highlighting past support for his policies.


The history of Fannie Mae and Freddie Mac is complex. Bailed out at a cost of over $190 billion to taxpayers, they've since returned significant profits to the Treasury Department. The debate over their future — whether to fully privatize, maintain a government backstop, or restructure entirely — has been a persistent policy headache. Trump's renewed push for their privatization is seen by his supporters as a move to reduce government intervention in the housing market and unleash private capital, a key tenet of his economic agenda.

Critics, however, are raising eyebrows at the overt political interference. The concern is that selecting banks based on political allegiance rather than pure financial expertise could compromise the integrity of the offering, potentially leading to a less efficient capital raise or even perceptions of cronyism. This approach contrasts sharply with standard practice, where independent financial advisors and a rigorous selection process usually dictate which firms lead an IPO, ensuring the best outcome for the issuer and, in this case, the American taxpayer.

Meanwhile, the banks themselves are in an unenviable position. They must balance their fiduciary duties and market best practices with the undeniable political realities of the moment. To be excluded from such a monumental IPO for perceived lack of political alignment would be a significant blow, both financially and reputationally. So, the unusual courting ritual continues, as Wall Street’s finest navigate a political landscape as treacherous as any market downturn, all vying for a piece of the Fannie Mae and Freddie Mac pie under the watchful eye of Donald Trump. The outcome will undoubtedly set a precedent for how future mega-deals might be chosen, blurring the lines between finance and political patronage even further.