It;s like a poorly rendered legend (in the espionage sense of the word). A guy with that flimsy of a background wouldn’t make it past the CIA smell test (well, maybe the CIA today, which couldn’t find a hooker in Vegas).
I'd also have to have a believable ‘cover’. I suggest rich guy with vices. So, the ‘funding’ would have to be quite substantial. Casino owner would be even better.
Not that I am in the CIA, mind you. Just a concerned citizen willing to do his part.