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He is known for making jokes/tolling people.I'd say he's known for being convicted of felony securities fraud by a jury of his peers.
> Also, part of his expertise is in pricing things and his net worth is supposedly in 100s of millions - if he was serious, the price would have reflected that.
His net worth is nowhere near that. He's auctioning off nearly everything he owns because he's broke. Part of the criminal charges were that he lied to his investors by not telling them that he owed Lehman Brothers $2.3M from a previous settlement. He also told them he had $35M in assets when the total was actually $0.
> My guess is that everyone involved in the legal process knew very well that this was a joke - his bail is being revoked to teach him a lesson for insulting the legal process + infamy from his misunderstood price hike.
In common law, the elements of a contract are an offer, acceptance, intent to create legal relations, and consideration --- If someone had pulled Hillary's hair and asked him for $5k, they very likely would have prevailed in court since Shkreli's post contained all the elements of a contract. No matter if he's "Joking".
> That sounds a little too extreme for a joke while on bail for white collar crime.
If you run through the Federal sentencing guidelines, it's very easy to come up with a sentence of 5+ years, why would the judge go easy on someone who's out on bail commissioning crimes against public figures when they're up against several years in prison?