Minnesota Timberwolves’ biggest mistake in 2025 NBA free agency

A Glaring Weakness at Point Guard

The Timberwolves’ point guard rotation heading into the 2025-26 season remains their biggest concern. Mike Conley, though still a high-IQ player and locker room leader, is nearing the twilight of his career and cannot be expected to shoulder heavy minutes or pace a playoff-caliber team. Rookie Rob Dillingham, while exciting, is unproven at the NBA level and still adjusting to the speed and physicality of the league.

As of now, Minnesota has made no notable additions at the point guard position, either through trades or low-cost veteran signings. The Timberwolves’ inability or unwillingness to act quickly in this space may ultimately be the defining error of their 2025 offseason.

Minimal flexibility, minimal risk – but also minimal growth

To be fair, Minnesota’s financial flexibility was tight heading into the summer. With big contracts already on the books for Naz Reid signing a five-year, $125 million contract with a player option in the final year, and Randle, the front office had limited room to maneuver. Still, using exceptions more strategically or making a minor trade to free up room could have provided more options.

The re-signing of Joe Ingles on a one-year deal, for instance, felt more like a sentimental decision than a strategic one. Ingles’ production has steadily declined, and his fit in an increasingly fast-paced league is questionable. This kind of move reinforces the idea that the Timberwolves were playing it safe, perhaps too safe.

The  Timberwolves restocked on centers in the 2025 NBA Draft, selecting 18-year-old French center Joan Beringer at No. 17 and Rocco Zikarsky at No. 45. With Rudy Gobert aging, the Timberwolves seem to be preparing for a future without him with these draft picks; a reasonable strategy.

What the Timberwolves should have done differently

With Conley’s age and Dillingham’s inexperience, signing a capable veteran point guard should have been a top priority. Letting go of Alexander-Walker, a two-way contributor who could also initiate offense, was a step backward. Therefore, the Timberwolves could have explored trades to either clear cap space or add a guard without compromising core assets. Meanwhile, re-signing Ingles may have cost them a shot at a younger, more athletic wing who could match up better in transition-heavy systems.

The Timberwolves’ 2025 free agency strategy shows a front office reluctant to shake things up. While loyalty and continuity have their merits, Minnesota may have let the moment pass them by. With Western Conference rivals getting stronger, standing still might equate to falling behind.

If the Timberwolves fail to add meaningful depth at point guard before the season starts, the lack of foresight in free agency could cost them a deep playoff run, or even a playoff spot altogether.