Cavaliers Struggle as Dan Gilbert Steps In With Bold Midseason Move

Under mounting pressure from poor performances and a bloated payroll, Cavaliers owner Dan Gilbert is taking a hard look at the teams foundation-and it may not survive unchanged.

Dan Gilbert Steps In as Cavaliers’ Season Teeters on the Brink

The Cleveland Cavaliers are at a crossroads, and this time, the man signing the checks is stepping into the spotlight.

Through 29 games, the Cavs sit at a middling 15-14, but the record doesn’t tell the whole story. They’ve dropped three straight games-all to teams with losing records-and the product on the floor has been, frankly, uninspired.

Injuries have played their part, sure, but there’s a difference between being shorthanded and playing like it. Right now, the Cavs are doing both.

Outside of Donovan Mitchell, nearly every key contributor is struggling to find rhythm. Shooting numbers are dipping across the board, and Jarrett Allen-usually a reliable force on the glass-is rebounding at a level we haven’t seen since his rookie season.

It’s not just the losses that sting; it’s how they’re happening. The energy, the urgency, the grit-it’s missing.

And now, Dan Gilbert is reportedly stepping in.

When an NBA owner starts getting involved midseason, it usually means things have hit a boiling point. Gilbert, who’s historically taken a hands-off approach and trusted his front office-especially President of Basketball Operations Koby Altman-is no longer watching from afar.

According to Cavaliers insider Chris Fedor, Gilbert is “very unhappy” with how things are unfolding. And when you consider the financial picture, it’s easy to see why.

The Cost of Chasing Contention

Cleveland is more than $20 million over the second apron-an unforgiving line in the NBA’s new collective bargaining agreement that severely limits roster flexibility for big-spending teams. The Cavs are the only team currently in that territory.

That means no aggregating salaries in trades, no taking back more money than you send out, and no midseason bailouts. You’re locked in.

And unless something changes, Gilbert is on the hook for one of the league’s largest luxury tax bills. That’s a tough pill to swallow for a team that doesn’t look anywhere near championship-caliber right now.

Make no mistake: this is Altman’s roster. He pulled the trigger on the Donovan Mitchell blockbuster in 2022. He’s shaped the bench, adjusted the rotations, and made the calls that led to last year’s 64-win campaign-followed by a playoff flameout that still lingers in the minds of fans and decision-makers alike.

Altman believed in the long-term potential of this core. Mitchell, Darius Garland, Evan Mobley, and Jarrett Allen were supposed to grow together into a contender.

But 29 games into this season, the chemistry feels off, and the growth has stalled. The Cavs look more like a team searching for answers than one building toward something.

A Core in Question

With trade season heating up, the Cavs’ “core four” is once again the subject of league-wide chatter. Reports suggest only Mitchell and Mobley are considered untouchable, which opens the door to significant roster changes. And given the restrictions of the second apron, any trade Cleveland makes will have to be precise and financially balanced-no margin for error.

The reality is this: Cleveland can’t afford to stand pat. They’ve already reshaped the bench.

They’ve made a coaching change, parting ways with J.B. Bickerstaff and bringing in a new staff to inject fresh ideas.

The one thing they haven’t touched? The core.

That may be about to change.

Gilbert’s increased involvement suggests the organization is no longer content to wait and hope. The team’s lack of identity on the court-and the financial constraints off it-are forcing a reckoning.

If the Cavs want to remain competitive in the Mitchell era, they need to find a direction. Fast.

The Clock Is Ticking

Mitchell’s future looms large. He’s eligible for an extension, but if Cleveland doesn’t show signs of real progress, the possibility of him walking becomes very real. That’s the nightmare scenario: a high payroll, no cap flexibility, and your best player eyeing the exit.

The Cavaliers still have talent. There are flashes-moments when it all clicks, when the ball moves, the defense locks in, and the potential shines through.

But flashes aren’t enough. Not in a loaded Eastern Conference.

Not when you’re paying second-apron money.

This season isn’t lost-not yet. But the margin for error is razor-thin.

Gilbert knows it. Altman knows it.

And now, the rest of the league knows it too.

The Cavaliers have a decision to make. Stay the course and risk stagnation, or shake things up and try to salvage a season that’s slipping away. One thing’s clear: the clock is ticking in Cleveland, and change feels closer than ever.