It's not exactly the same situation. When Kyrie signed his extension the Cavs weren't exactly ascending. They had been lost in the woods since Lebron left, and they didn't have any other established players or up and comers coming due for a big contract. They didn't even know for sure they had Lebron coming back at that point. So they could afford to take the risk and sign Kyrie long term. Plus Gilbert had already been burned once by Lebron signing a three year deal instead of the long term max, and he didn't want that to happen again.
Different spot for the Wolves as a young and ascending team. You know KAT is going to get the max contract extension. And in two years, Jimmy Butler will be 29 and still in his prime, so he'll likely get a max deal. So you'll have three guys tying up about 80% of your cap space. Which is great assuming that Wiggins makes the leap and becomes an elite two way player. But he's not there yet, and there's no guarantee he'll get there. Virtually every stat and advanced metric out there backs that up as long as you're not strictly looking at PPG. And if he doesn't make the leap then you have an Oladipo-like albatross of a contract that restricts the team from building a contender around KAT and Butler.
So why jump now? Let Wiggins play another year on his current deal, and see if he can clean up the weaknesses in his game. He's a restricted free agent, so if he does improve then all they have to do is match whatever offers come in or sign him to the max then. I guess I'm not as concerned about showing faith or loyalty here. I'd be more concerned with the long term flexibility. And by signing Wiggins to the max now, they're giving that up by paying for a Big 3 that might only end up a Big 2.
I just want to see more from Wiggins than using his superior athleticism to get buckets. I want to see better rebounding, better court awareness, better defense, better shot selection, all that stuff. Yeah, it's a high standard but if they're giving out a max deal then that's the least of what they should expect from him.
I think Thibs must see enough there to lock him up. The one thing I will say is that at some point you have to trust your evaluations. Thibs is supremely confident in what he does. He saw the potential in someone like Butler and someone like Draymond Green who he wanted to draft. He has said himself, that Wiggins doesn't have a ceiling and that he will be as good as he wants to be. He says that Wiggins is extremely competitive, wants to be the best, and works at it. That is often time the difference in someone being an ok player and a really good player; work ethic. That is what made guys like Butler into the player he is. These guys are around him everyday. And if they see enough to sign him, then sign him.