Honestly I see nothing wrong with what his doing, his just a rich guy who loves cryptocurrencies and among all the currencies he choose which he loves and think will benefit him the most.
Perhaps in the aspect of Doge he is not the founder and have nothing in relation, so what is the tendency of him going to jail.
He is just a random investor like you and I, definitely his influence in the world will certainly affect the project his investing into may be due to his huge demand other which will make the coin to pump and many will also follow but we should know when he sells the project will certainly experience a dump.