Former President Donald Trump is approaching a pivotal moment where he could sell his substantial stake in Trump Media. Trump's 59% share in the company is valued at over $2.6 billion, a significant portion of his net worth. He's currently restricted from selling due to a lock-up agreement that expires on September 25th. Selling his shares could provide a financial boost but may undermine investor confidence in Trump Media, especially as its success is tied to Trump’s reputation and political prospects. The company’s stock has been volatile, influenced by Trump’s political fortunes and market sentiment.