I'm not sure he understands that he will always be the Crassus to someone else's Caesar. Things don't go well for the money man.
Lots of examples from American history too though where things turn out better like https://en.wikipedia.org/wiki/Stephen_Girard
lose -> lost
loose -> loosened
> Berezovsky, who elevated Putin to power from behind the scenes, was soon exiled and replaced with more compliant oligarchs. He also met a grisly end—found hanged at his Berkshire mansion at 67—a precedent that might give pause to anyone thinking of risking his business empire to play that gray-cardinal role for the likes of Trump and J. D. Vance.
No, one is a cruel fox and another one is a stupid monkey.
Their skills lie mainly in adaptability to the situations they found themselves in and using them, but neither is a mastermind.
Russians close to power have historically often met that fate - at least since 1917, I suspect either prison or forced internal or external exile was more common before that. Americans not so much I think, so this probably won't transfer.