Considering how bad all his other decisions were, he probably blabbed at the bar but left that part out of the story.

Maybe a deep state heist Not much money for deep state scale but would still be useful if you wanted to target an individual, just to take their money away Haven't read much about this yet to try to guess though

“Jacob, who has a YouTube channel where he shares his travels”

Lots of people brag about their crypto gains and holdings on social media. This could have been an opportunistic crime, could also have been someone with terrible opsec.