The largest bill the US ever made was a $100,000 bill; Wilson was on the face. However, I'm positive that nothing greater than the $100 bill was ever legal for civilian use; all the "megabills" were for bank transfers and it was illegal for a citizen to even possess one.
Ironically, Cleveland was known for opposing inflationary policies.
The churches are empty / The priest has gone home / And we are left standing / Together alone
--October Project: "Dark Time"
i personally love the fact that america decided to put jackson on the $20 bill, considering the fact that he hated the national bank and was the one responsible for destroying it (or at least the first incarnation of it).