Trump Put Money Into DraftKings, Flutter and Red Rock Resorts, While Selling Wynn, Coinbase and Robinhood Shares

Donald Trump’s financial disclosure for the first quarter of 2026 showed notable movement in the U.S. president’s portfolio. The purchases included shares in DraftKings, Flutter Entertainment and Red Rock Resorts, while the sales included Wynn Resorts, Churchill Downs, Coinbase and Robinhood.

The trades were handled by Trump’s financial managers. According to the disclosure, on January 21 they bought DraftKings shares worth between $1,001 and $15,000. A position in Flutter Entertainment was opened on the same day, also in the $1,001–$15,000 range.

The Red Rock Resorts purchase stands out separately. It took place on March 30 and was significantly larger: between $50,001 and $100,000. The company is linked to brothers Frank and Lorenzo Fertitta, who are regarded as major Republican Party donors and are personally acquainted with Trump. Because of OGE disclosure rules, the exact size of the trade cannot be seen: politicians are required to report transaction dates and value ranges, but not exact figures.

There were interesting moves on the selling side as well. On February 12, the managers sold Churchill Downs shares worth between $1,001 and $15,000. On March 17, the Wynn Resorts position left the portfolio, this time in the $100,001–$250,000 range.

Positions in Coinbase and Robinhood were also closed. Both companies are connected to prediction markets, which are currently at the centre of a regulatory conflict in the U.S. Interestingly, these shares did not stay in the portfolio for long: they were sold within a few weeks of being purchased.

The disclosure itself looks unusually large. For the first quarter, it lists 3,642 transactions across 113 pages. That works out to almost 60 trades for every trading day if the activity is spread across the period.

The context matters here too. The Trump administration supports prediction markets through the CFTC and is involved in court battles with states trying to restrict such products. Meanwhile, Donald Trump Jr. holds a strategic adviser role at Kalshi and Polymarket.

On paper, this is just another trading report. But because gambling companies, prediction markets, political connections and regulatory disputes all intersect here, the disclosure looks far more sensitive than a typical quarterly filing from a public official.