Trump Clan's High-Risk Crypto Strategy Backfires as Markets Plummet and Politics Intensify

The Trump family's wealth has taken a severe hit as their crypto and stock holdings plummeted, erasing nearly $1 billion in value amid a broader market downturn. The family's primary exposure, Trump Media & Technology Group (DJT), has seen its stock price drop 70% year-to-date, with a 34.6% decline in the past month alone. Donald Trump indirectly holds 115 million shares in the company, which now trades at a historic low of $10.76 as of early November 2025. The collapse has compounded losses from the family's foray into memecoins and tokenized real estate projects, which have also faltered in a bearish crypto environment.

Amid the financial turmoil, the Trump Organization has doubled down on crypto-linked ventures. A new luxury resort in the Maldives, developed in partnership with Saudi-based Dar Global, will be tokenized to allow investors to purchase stakes via digital assets. Eric Trump, the company's executive vice president, called the project "a new benchmark for innovation" in real estate investment, blending the family's real estate legacy with blockchain technology. The resort, set to open by late 2028, is part of a broader strategy to pivot toward crypto after Trump Media's core social media platform failed to generate meaningful revenue according to analysts.

The broader crypto market has mirrored the family's struggles. Memecoins, including Trump's official memecoin, have slumped to a 2025 low, with the sector's market capitalization shrinking to $39.4 billion-down 66% from its January peak. Dogecoin and Shiba Inu, two of the largest memecoins, lost 14% and 10.5%, respectively, over the past week, while tokens like Bonk and Pepe fell over 20% according to TradingView data. The downturn has been exacerbated by a lackluster response to Trump Media's planned ETFs, which face stiff competition from established players.

Political challenges further complicate the family's financial landscape. The Port of Los Angeles's chief executive, Gene Seroka, criticized the Trump administration for its lack of involvement in addressing a cargo ship fire that caused $1 billion in potential losses for U.S. companies. Meanwhile, internal GOP fractures have deepened, with Marjorie Taylor Greene resigning from Congress after clashing with Trump over policy priorities. Approval ratings for the president have also dipped to 38%, the lowest of his second term, as economic concerns and regulatory shifts in Washington fuel discontent according to Bloomberg.

The Trump family's crypto and real estate gambles now face an uncertain future. With DJT shares trading near 2021 lows and memecoins languishing, analysts warn that the administration's pro-crypto policies may struggle to offset broader market headwinds. As Seroka noted, "When the Trump administration gets involved, things get done faster"-a sentiment that may soon be tested as the family navigates a perfect storm of financial and political turbulence according to CNBC.