I want them to keep him as long as they can.
You normally don't get better trading a candidate for CY Young to get a bunch of prospects. I would like to see the Tigers fire Hinch, actually try to put a competent team on the field, and keep their best players. The last year the Tigers were competitive was 2016. It seriously should not take 3 presidential cycles for a team to stop sucking in modern baseball.
This ownership is unable or unwilling to put a decent product on the field, so I don't see any other option than for the Tigers to trade Skubal, probably at the all star break next season. They are really trying hard to get normal people to not care about the team.