100 Dollars - Leonard I Alexander Cartwright

Hutt River Province — officially the Principality of Hutt River — was a secessionist territory declared by Leonard Casley in 1970 after a dispute with the Western Australian government over wheat production quotas. Casley crowned himself Prince Leonard I in 1972. The province issued its own currency, stamps, and passports for decades, none of which held legal tender status anywhere.

Alexander Cartwright, honored on this issue, was the New Yorker who codified the rules of baseball in 1845. An eccentric pairing with an eccentric issuer.