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Trump Family's Crypto Gains Survive Bear Markets Despite Two Years of Scams

Saturday, June 13, 2026 | 3:00 AM (GMT-04.00) Last Updated 2026-06-13T08:37:34Z
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The Trump Family’s Crypto Investments Face Turbulent Times

In June 2029, the cryptocurrency market is experiencing a severe downturn, commonly referred to as a "winter." Despite this, the financial assets of the Trump family in the crypto space appear to be more secure compared to Bitcoin and other traditional stock investments linked to one of their major crypto deals. This situation highlights the complexities and risks involved in the intersection of politics and finance.

Eric Trump and Donald Trump Jr. were instrumental in launching a public-market crypto initiative in August 2028. However, within less than 10 months, the company that acquired the tokens, Alt5 Sigma (later renamed AI Financial Corp.), has issued warnings to investors about potential insolvency. Meanwhile, the Trump family remains connected to approximately $500 million from the sale of these tokens.

The initial partnership with Alt5 Sigma was celebrated at the Nasdaq stock exchange in New York. The company promised to offer stock investors an opportunity to invest in a cryptocurrency backed by the Trump family. However, the subsequent performance of the company has been disastrous.

A Sharp Decline in Value

Alt5 closed at $8.97 on August 8, just before the deal was announced. By the time of the report, AI Financial's stock had plummeted to $0.66, representing a 93% loss based on data from Yahoo Finance. This sharp decline has raised concerns among investors about the company's future viability.

AI Financial has now warned its investors that it may not be able to sustain operations for much longer. The company's share price has dropped by over 90%, and the name change from Alt5 Sigma to AI Financial has not attracted buyers back into the market. If AI Financial cannot maintain its stock price above penny-stock levels within the next 15 trading days, it could face delisting from Nasdaq, which is operated by Nasdaq Inc. (NASDAQ: NDAQ).

The Trump Family's Gains

The August deal provided a significant financial windfall for the Trump family's crypto company, World Liberty Financial. Alt5 purchased $1.5 billion worth of WLFI tokens from World Liberty, which Eric, Donald Jr., and others co-founded in 2024. According to World Liberty's disclosures, Trump and unnamed members of his family were entitled to about $500 million from that token sale after fees and expenses.

The structure of the deal was particularly favorable for the Trump family. World Liberty's token documents indicated that they received 75% of the proceeds from token sales. This detail was mentioned in a 2024 token-offering document and also noted in small print on World Liberty’s website.

Additionally, the Trump family had indirect exposure to AI Financial through World Liberty's stake in the company. SEC filings revealed that World Liberty received 1 million AI Financial shares, 99 million prefunded warrants, and 20 million additional warrants split across different batches. These warrants can be exercised between $7.50 and $9.75 per share.

Concerns Over Ethics and Transparency

A nonpartisan group called Democracy Defenders Fund, which has criticized ethics issues around the Trump administration, has urged the Securities and Exchange Commission (SEC) to investigate. Its lawyers sent an April letter requesting the SEC to "commence an independent investigation into ALTS without delay." The group reported receiving no response to their request.

Virginia Canter, the group’s chief anti-corruption counsel, posed a direct question in an interview: “The question now is: What happened to all that money?” This query underscores the growing concern about the transparency and accountability of the Trump family's financial dealings.

Challenges Facing AI Financial

AI Financial's problems extend beyond the stock chart. After the World Liberty deal, the company disclosed that a Rwandan court had found an employee of its Canadian subsidiary guilty of offenses including money laundering. AI Financial stated that the case was under appeal.

Leadership instability followed. In October, Alt5 suspended its CEO. The acting replacement was removed in November, and a third CEO took over and is still running the company. The company reported these changes in SEC filings without providing further details.

Paperwork issues soon emerged. In November, Alt5 informed investors that Nasdaq had warned it about a possible delisting due to failure to file its quarterly report on time. That same month, its outside auditor resigned. The company hired another auditor but later needed a third one after discovering the second auditor’s license had expired. Alt5 eventually filed the missing report and claimed the Nasdaq warning had been resolved.

Regulatory Issues and Market Performance

AI Financial also faced an old regulatory issue from before its crypto era. In 2024, when the company was known as JanOne and was in its biotech phase, the SEC settled a fraud allegation with the business. The company paid a $250,000 fine and did not admit wrongdoing.

The crypto side has also been problematic. AI Financial's main holding is its pile of WLFI tokens. After fees and expenses, the $1.5 billion deal gave the company 7.3 billion WLFI tokens at $0.20 each. By June 8, Coinbase Global Inc. (NASDAQ: COIN) showed WLFI trading around $0.057, down 72%. This left AI Financial’s WLFI stash worth about $412 million. However, its whole market cap was only $89 million, based on FactSet data, suggesting traders view AIFC as riskier than simply holding the token directly.

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