I'm really not so sure I believe his story. Sounds really fishy.... jail time over 1900 dollars debt? What kind of debt could also be considered grand theft?
I believe in the state of Florida, anything more than $500 is considered grand-theft rather than petty theft. He didn't pay, so the merch company is treating it as if they stole it, and since it is more that $500, it is grand-theft.