I am typically very cautious in my own life, but baseball is entertainment and someone else is taking the risk, so why not root for them to take a risk which might make my entertainment experience better?
Correa is a better fielder, but Seager hits just as well. Seager might get a lower aggregate salary, but the contract length should be similar. The other options will be shorter in length.
I wasn't totally against it either because Fielder was a great hitter, but it wasn't a good fit. The following year they would have to figure out where to play Cabrera, Fielder and Martinez. They wound up with too many 1b-dh types and not enough defense.
I was one of the people who didn't like the Fielder signing. it seemed like a really impulsive signing precipitated by the Victor Martinez injury and I didn't think he'd age well. Thankfully, they were able to move him for Kinsler which I think was one of DD's best moves.
Players are worth what the market says they are worth. Whether he would be a good signing for the Tigers depends on how big the Tigers budget is. I don't know what their budget is. The more money they spend this winter, the higher their budget probably is, so I would generally regard spending a lot on players to be a good thing.
I know Wentz is their most advanced pitching prospect at the moment, but I'm a little surprised at how highly he is regarded around here. I am not a prospect hound by any stretch and I am not saying people are wrong, but is his probability of success in the majors really that high? I've always regarded him as one of those guys Bill LaJoie was talking about when he said "you need 10 top pitching prospects to produce two good major leaguers".
If think most of us are on the same page on that point, that is, they know more than us and will make decisions based on scouting. However, if he looks good to them in the Spring they aren't going to worry about last September.