This is the story I've gotten from the local States Attorney's Office.
It's been 6 weeks since all this happened, I got my truck back after 2 weeks in the shop (final bill was $6246 / I paid a $500 deductible), and now the States Legal process is apparently done. After a month in Jail the guy pleaded Guilty to the 4 counts of Felony Intentional Criminal Damage and was released from Jail to start 30 months Probation without anymore jail time. As a condition of his Parole he's required to make regular payments toward the fines that the State penalized him with and pay off the entire balance by the end of the 30 months, he's also required to remain drug and alcohol free (and will be subjected to random testing for both), if he violates those or any of the other conditions of his parole it sounds like he goes straight to Prison because of the 4 Felony convictions.
According to the States Attorney's Office one of the damaged vehicles was not insured, part of the State's fines against the guy who did all the damage include the total amount of damage to that vehicle and the deductibles the rest of us had to pay. The way it's supposed to work is as this guy pays his fines to the State over the next 30 months the State in turn will begin reimbursing each of us with that money - we will see if that happens or not!