For my money, it is the current civil trial in New York, brought by the New York state attorney general, Letitia James, that threatens Trump’s reputation most acutely and right where it hurts. The suit carries no threat of prison or disruption to Trump’s presidential bid. But in the short term it does threaten to unseat his reputation as a businessman of any standing and strip him of his licence to operate a business in New York.
The MAGoos will spin it to say that he lost his fortune because while he was President he couldn't manage his money correctly and blame the Deep State.