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Freddy was charged with beating a French waiter half to death. The court ruled in favour of Freddy because Bart Simpson testified with an eyewitness account. Freddy was later seen when Homer barges ahead of him in line in order to file papers to run for office, but then realizes Freddy is among those in line who have to register as sex offenders. He changed his appearance and improved his look, with a different voice (apparently, he started becoming somewhat of a law-abiding citizen, as he is his press secretary, and as evidenced in the town hall meeting that started the recall elections, he seemed willing to even call out his uncle for the crimes that he and his administration caused).
Freddy also once owned a Fish Stick Factory before Mayor Quimby fired his own nephew and took over production himself.
The Simpsons: Tapped Out
Behind the Laughter