I think that yes, it would be possible, especially if the person with the money was already in contact with organized crime at the level where they have a stead

I think that yes, it would be possible, especially if the person with the money was already in contact with organized crime at the level where they have a steady enough cocaine supply to sell it by the kilo (as was happening on Silk Road). Going through a few intermediaries, I don't see a reason why a presidential pardon in exchange for $100MM in crypto couldn't be arranged either, especially in the dying hours of a presidency. Obviously this is all silly spy novel stuff, but a reasonably intelligent person with mid-level or better criminal connections and literally a billion dollars to work with, coupled with a hell of a lot of motivation, could probably figure out something. All that being said, outside of real political backing (i.e. continual payments every month), I'd doubt the person would remain free for very long after the deal was done.