No he shouldn't. We need to stop sending people to jail for all but the most heinous of crimes. He should be ordered to pay you back twice for what it cost to install and repair.
It sounds like you're confusing criminal liability with civil liability.
No, I just don't think jails solve the problems besides costing taxpayer money. Maybe more things should be considered civil.
Does it matter? Practically, what seems more just to you: jail time, or remuneration with additional penalties?
That would be interesting, the victim gets to decide the penalty (up to a limit of course). The perp would have to plead their case to the victim directly, not just the judge. No jury necessary unless requested.