Doubt it. Even if all the businesses he's taken over (let's not forget he never founded or invented anything that anybody actually uses) go tits up, he'll still have a pile of money. His Trumpian fan base would continue to worship him. He'd find some other way to stay in public view, since he seems addicted to mass adulation.
His "Twitter as an app for everything also finance" is what he tried to do at Paypal until he was asked to leave, after trying to do it at X.com before they merged. He seems to want to relitigate his fails of the early 00s and try to prove he was right all along.
Doubt it. Even if all the businesses he's taken over (let's not forget he never founded or invented anything that anybody actually uses) go tits up, he'll still have a pile of money. His Trumpian fan base would continue to worship him. He'd find some other way to stay in public view, since he seems addicted to mass adulation.