Minnesota Timberwolves president of basketball operations Tim Connelly isn’t interested in playing it safe.
In a recent interview with The Athletic, Connelly took aim at NBA executives he считает too cautious when it comes to making major roster moves, arguing that too many front offices are more worried about criticism than chasing a title.
“If it doesn’t work and it’s my job, I’ll get fired. That’s fine. But I don’t ever want to be in a position where we’re reluctant to take big swings.”
Connelly said the league has become overly cautious, with decision-makers focused on how moves will look in the moment rather than on whether they actually help build a contender.
“My industry has become so risk-averse,” Connelly said. “They’re so concerned about real-time analysis (from the media).
… In all reality, either you’re trying to win, or you’re chasing that…Occasionally you can rebuild in the years that present itself when you have a (Victor) Wembanyama or someone like that. But the frustrating thing about our league right now is that too many teams are trying to survive and trying to be in between.”
For Connelly, the mission stays the same until a team wins the whole thing.
“Until you win the championship, you’ve just got to keep shuffling cards,” Connelly said. “I don’t think we can be fear-driven. One of the few upticks of having a team that doesn’t have the proudest history is you shouldn’t be afraid to swing.”
Connelly’s own track record gives him plenty of credibility. He helped make the trade for Aaron Gordon and was part of the group that built the Denver Nuggets team that won the 2023 NBA Finals. In Minnesota, he orchestrated the deal that brought Rudy Gobert to the Timberwolves and helped assemble the core that powered two Western Conference Finals runs.
In Other News...
Joan Beringer Is Giving The Wolves One Big Reason To Worry
Joan Beringer has given the Timberwolves a useful preseason glimpse of what he might become, and the early returns are hard to ignore. In limited minutes, he has flashed real value around the basket, averaging 7.3 points, 6.5 rebounds and 1.8 blocks while giving Minnesota the kind of interior activity teams can lean on when the game gets physical.
The concern, though, is just as clear. Beringer is also averaging three fouls in about 17.6 minutes, and for a team that may need him more as Rudy Gobert gets older and potentially gets managed more carefully, that kind of whistle trouble can become a real issue. Minnesota does not have much room to spare in the frontcourt, so how quickly Beringer learns to defend without sending people to the line could shape how much trust he earns early on. [Read more 🡒]
Former Bulls Guard Now Faces A Brutal Question About His NBA Future
Rob Dillinghams path from highly regarded draft prospect to uneasy NBA afterthought has moved faster than anyone in Minnesota likely expected when the Timberwolves took him eighth overall in the 2024 draft. A standout at Kentucky, Dillingham arrived with real intrigue as a guard who could score and create, but the transition to the league has been rocky, with his size and defensive limitations making it difficult for him to carve out a stable role.
Now without an NBA contract after being traded twice and waived by three teams, Dillingham has become part of a larger leaguewide conversation about young guards who look better on the draft board than they do once the games count. NBA draft analyst Rafael Barlowe and other scouts have started revisiting whether the initial evaluation oversold his upside, or whether teams today simply have less patience for players who need time to develop, leaving Dillingham facing a much harsher question than he did on draft night. [Read more 🡒]
Tim Connellys Latest Wolves Swing Just Changed The Pressure On Everyone
Tim Connelly has made a habit of keeping the Timberwolves in motion since taking over as president of basketball operations in 2022, and this latest move fits the pattern. After a stretch that included headline-grabbing deals for Rudy Gobert and LaMelo Ball, Minnesota has continued to chase the kind of top-end talent it believes can keep the roster in the Wests upper tier. The Wolves made the Western Conference finals in 2024 and 2025, so the pressure around every Connelly swing has only grown louder.
The latest pivot came after Minnesota fell in the second round in 2026, pushing Connelly to rework the core again by moving Julius Randle and Naz Reid for Ball. With Jaden McDaniels drawing encouraging preseason attention, there is at least some reason to believe the framework around the new-look group can still hold up. Still, the bigger question now is whether this kind of constant reshuffling has finally raised the stakes for everyone in the organization, from the front office down to the players expected to make it work. [Read more 🡒]
