Finance & Economy

Market Recalibration: Taxes, Trade, and the Future of Finance with Jim Millstein

May 21, 2025

Market Recalibration: Taxes, Trade, and the Future of Finance with Jim Millstein

Jim Millstein

Co-Chairman, Guggenheim Securities

Jim Millstein, co-chairman of Guggenheim Securities and former Chief Restructuring Officer at the U.S. Treasury, joined me once again on a recent Walker Webcast. While we had planned a panel, Jim and I covered plenty of ground on our own, from the promise of AI to the peril of America’s growing fiscal imbalance.

Generative AI: a revolution in real time

Jim opened with an insight that caught my attention immediately: generative AI, especially tools like ChatGPT, has become a game-changing productivity enhancer in professional services. He likened the impact to that of the steam engine in the 1800s. It’s not just about replacing entry-level roles; it’s about elevating our work. For future bankers, lawyers, and analysts, Jim’s advice is crystal clear: mastering these tools will be the defining edge.

He also emphasized that successful firms won't necessarily need to build their own AI. Instead, their advantage lies in how well they implement AI using their proprietary data, processes, and institutional knowledge.

Lessons from AIG, and why U.S. debt matters more than ever

Drawing from his Treasury experience, Jim explained how the 2008 rescue of AIG taught us that liquidity, once abundant, can vanish overnight. The parallels to today’s fiscal situation are alarming. Back then, AIG had no printing press in Wilton, Connecticut. Today, the U.S. does, but that doesn’t mean we’re invincible.

Jim said, “You don’t default unless Congress makes you.” Yet even with the ability to issue currency, Jim believes we face an unsustainable trajectory. Our government spent $6.75 trillion last year and only took in $4.2 trillion in revenue. The $2.5 trillion deficit is now pushing interest costs to the top of the federal budget, surpassing defense, Social Security, and Medicare.

The political stalemate: both parties spend, neither taxes

Jim didn’t hold back in his critique of Washington. We have, as he put it, a “tax and spend” party and a “cut taxes and spend” party. Between repeated tax cuts (2001, 2003, 2017) and an aging population driving entitlement spending, the math simply doesn’t add up. Jim thinks that if nothing changes, interest payments will continue to crowd out investments in infrastructure, innovation, and future generations.

The Mar-a-Lago Accord and magical thinking

We also dove into what has been dubbed the “Mar-a-Lago Accord,” a five-point, unofficial framework under the current administration that includes devaluing the dollar, leveraging tariffs, restructuring debt, applying geopolitical pressure, and relying on the Fed to support growth.

Jim’s verdict? It’s magical thinking. You can’t restructure debt held by foreign governments without signaling default. You can’t stuff banks with Treasuries and expect economic growth. And you certainly can’t solve long-term deficits with one-off asset sales or regulatory gimmicks.

The looming tipping point

Jim left us with a chilling historical parallel. When the cost to service debt exceeds what an empire spends on its military, history has shown that decline follows. For the first time in modern history, the United States is approaching that threshold.

What about Fannie and Freddie?

Despite all the headwinds, Jim believes privatization or a “recap and release” of the GSEs could eventually happen. However, as he noted, that’s “way down the line” in terms of political priority—behind tariffs, trade negotiations, and near-term fiscal chaos.

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As host of the Walker Webcast, I get to converse with fascinating people like Jim Millstein every week. Subscribe to the Walker Webcast to see our upcoming guests.

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