IRS Probe Threatens Trump with Hefty $100 Million Tax Bill on Chicago Property Audit

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IRS Probe Looms Over Trump with Potential $100M Impact

Donald Trump, the former President, faces a critical financial hurdle that might set him back by more than $100 million. This daunting figure is the potential outcome of an IRS audit focused on his dealings with a Chicago skyscraper. Revelations from an ongoing audit have illuminated Trump's financial practices, highlighting a practice known as 'double-dipping' on tax losses associated with the Trump International Hotel and Tower.

A Financial Tug-of-War

The property, an imposing structure gracing the Chicago River, has been a beacon of Trump's real estate prowess. Reports indicate Trump initially declared losses of $658 million in 2008, attributing the property's diminished value to a sluggish condo market and vacancies in retail spaces during the economic downturn. However, in a twist that has attracted IRS attention, Trump is said to have transferred the property to a different holding company he controlled in 2010. This maneuver reportedly allowed him to claim an added $168 million in losses over the following decade for the same property, sparking debates over the legality and ethics of such tax practices.

The Battle Beyond the Audit

While the IRS audit is a focal point, Trump navigates a labyrinth of legal challenges. This February, a paramount case was concluded in New York, where Trump and associates were found guilty of misrepresenting financial worth to banks and insurers. The ruling slapped Trump with liabilities exceeding $454 million. To forestall collections and asset seizures, Trump has filed an appeal, evidenced by his posting a $175 million bond in early April.

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Political Repercussions

Trump's tax strategies and financial acumen have been under the microscope long before the IRS probe. Critics, including President Joe Biden, accuse Trump of leveraging his inheritance and evading his fair share of taxes. Biden's presidency has seen a bolstered IRS budget aimed at enhancing audits of the ultra-wealthy, a move Trump vehemently opposes. He argues that such audits jeopardize American entrepreneurial spirit and warns of catastrophic consequences if his 2017 tax cuts are allowed to lapse post-2025.

The Campaign's Stance

Amidst the financial turmoil, Trump's presidential campaign has mounted a defense. The campaign released a statement from Eric Trump dismissing the IRS inquiry as a bygone issue, now resurrected by political adversaries. Despite the formidable challenges, the campaign remains unshaken, confident in its position against the IRS findings.

As the IRS probe unfolds, its ramifications ripple through Trump's financial empire, legal standing, and political ambitions. With more than $100 million potentially at stake, the outcome of this audit represents not just a financial predicament but a test of the resilience and strategy that have long characterized Trump's career. Whether this IRS inquiry will add to Trump's litany of legal and financial woes or fade into the background remains a closely watched saga.

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