First, the Minnesota Timberwolves were linked to Kevin Durant during last year's trade deadline, and again they were linked to KD last summer, then they were linked to Giannis Antetokounmpo this past trade deadline. As such, it's easy to suggest that Tim Connelly isn't totally satisfied with the current roster. The Wolves have been to two straight conference finals, but it's fair to wonder if they have what it takes to get over the hump.
Generally, I'm optimistic about the Wolves' title chances, but it's reasonable to have concerns, and I would never call them favorites. If the Wolves flame out early in the playoffs (which is certainly possible), changes are almost guaranteed to be made.
The Wolves might need another big trade to reach their championship aspirations
The Timberwolves have a loaded frontcourt. In someways this can be a massive advantage. However, given the lack of rim protection that Julius Randle and Naz Reid provide, this pairing is problematic. Notably, the Wolves have a 119.3 defensive rating in the Randle/Reid minutes. As such, trading for a frontcourt player with more versatility and rim protection or a true point guard to balance out the roster could make sense.
A lot can change between now and the offseason. If the Wolves go on another deep playoff run (which is always possible with Anthony Edwards), this might all seem pointless in a few months. Nevertheless, the Western Conference is loaded, and the Wolves simply might not have what it takes.
Right now, the Wolves are between clear title contention and a sneaky contender. To reach this next level, the roster could need some changes.
Connelly has proven that he isn't afraid to make big moves, and depending on how the playoffs go, some level of roster shake-up seems likely. I don't even think an offseason trade for Giannis is the most probable outcome -- but when those rumors inevitably resume, the Wolves will almost certainly be in the mix.
It's worth noting that Connelly's biggest moves have happened in silence. Thus, if and when the Wolves make a big trade, I would expect the unexpected.
There's a pretty easy counter to the idea that Connelly isn't satisfied with the Wolves roster: When players like Giannis or KD are on the market, you have to explore the possibility of trading for them.
However, if Connelly were truly happy with the current roster, would he really pursue such a significant shake-up even for such elite players?
The playoffs will, of course, be the determining factor, but if the Wolves don't reach their goals, it would shock nobody if Connelly made some significant roster changes. In fact, if the Wolves underperform in the playoffs and Connelly doesn't make any big changes, that would be shocking.