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Trump Deal Faced Widespread Investor Doubt Before Raising $1 Billion


Regulators opened the inquiry after The New York Times reported that the chief executive of Digital World, Patrick Orlando, had talks with representatives of Trump Media as far back as March and had never disclosed that to investors — potentially flouting securities regulations. Regulators are also looking into trading in Digital World securities that happened before the merger announcement.As the start-up waits for the regulatory scrutiny to wrap up and its merger with Digital World to close, several people close to Mr. Trump have sought to raise a few million dollars from past supporters of his to provide Trump Media with funds to get going, said people who were approached or told about the efforts.Among those urging Trump donors to invest is Roy Bailey, a lobbyist who is also raising money for a super PAC that is financing Mr. Trump’s political …

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