Jaylen Brown trade destinations: Six possible landing spots for Celtics star after failed Giannis pursuit

With or without Giannis Antetokounmpo involved, a Jaylen Brown trade made plenty of sense for the Boston Celtics. We're in the most restrictive CBA environment in NBA history, and the Celtics currently have both Brown and Jayson Tatum on supermax contracts that pay them around 35% of the salary cap. That might be tenable if one of them were an MVP candidate, as Antetokounmpo is, but since neither is, the financial burden that those contracts impose on the rest of the roster might not be tenable.

That's a lesson the Celtics may have learned in the first round of the playoffs, when they blew a 3-1 lead to the Philadelphia 76ers. Yes, Tatum missed Game 7, but a lot of the broader problems with Boston's roster construction were on full display in that series. Their big men were not defensively versatile enough. Their point-of-attack defense wasn't good enough. They relied too heavily on 3-point shooting, and sure enough, all four of their first-round losses to Philadelphia saw them hit less than 30% of their 3s. 

Even Brad Stevens, the team's director of basketball operations, acknowledged the need for more offensive versatility after that defeat. "One of the things we've gotta figure out is how to have more of an impact at the rim," Stevens said after the Celtics were eliminated. "I do think we need to add to our team to do that." Boston ranked 27th in the NBA in points in the paint last season.

What's next for Celtics after losing out on Giannis Antetokounmpo? And what does it all mean for Jaylen Brown? Jack Maloney

Antetokounmpo would have been the obvious antidote. Now that he's off the table and heading to the Miami Heat following Monday night's blockbuster trade with the Milwaukee Bucks, the Celtics need to look elsewhere. 

Brown is their best trade chip. He's their chance to really reimagine what this team looks like moving forward, and they are reportedly open to offers. So with the NBA Draft now at hand, let's look at some of the sensible trade fits for the reigning Second-Team All-NBA player.

Houston Rockets

Houston has been a widely-discussed Brown suitor in part because his former coach in Boston, Ime Udoka, now leads the Rockets. The question here is how the Rockets would construct a trade -- both in terms of finances and assets.

Reports have suggested that Amen Thompson is the only Rockets player who is truly off limits. Would that make Alperen Sengun the centerpiece of this sort of trade? He's not exactly Boston's typical center target. The Celtics prefer bigs who shoot and are schematically versatile on defense. Sengun checks neither box, and he makes around $23 million less than Brown. 

How would the Rockets fill in that void? Fred VanVleet on his $25 million player option? That creates a point guard hole. Reed Sheppard and Dorian Finney-Smith, perhaps? Sheppard overlaps with Payton Pritchard in terms of skill set, and Finney-Smith is bad money.

The alternative here would be to build a deal around Kevin Durant as the primary matching salary. His salary gets you closer to Brown's -- he'll earn almost $44 million next season -- and you could fill in the rest with Finney-Smith. Of course, Durant is 37. He may help Boston now, but he'd drastically shorten their runway. Houston would have to fill in the gap with draft picks. The Rockets have plenty to trade: swap rights with the Brooklyn Nets in 2027 (and Boston has a pretty strong history with Nets picks), plus control over the Phoenix Suns' choices in 2027 and 2029. Boston has been interested in Durant in the past. Does that interest still exist?

Houston has a lot of assets to work with, but probably doesn't have the specific sort of players the Celtics would want unless Thompson was on the table. This might have to be a three-team deal, but that's a solvable problem. All of this depends on what sort of team the Celtics want to build without Brown, and what kind of group the Rockets would want around him. 

Portland Trail Blazers

Portland was widely viewed as a potential facilitator of a Giannis-to-Boston trade purely for holding control over Milwaukee's picks between 2028 and 2030. The theory was that the Bucks could get those picks back and Portland could get Brown. Well, those picks probably aren't quite as valuable to Boston as they would have been to Milwaukee, but the Blazers still do have plenty to work with here.

How interested would Boston be in Scoot Henderson? He has the athletic tools to generate a ton of rim pressure, but his finishing numbers have been terrible thus far in the NBA. His shot and point-of-attack defense have improved. He'd be a nice swing for Boston, but probably isn't enough on his own to be the centerpiece of a trade like this, especially with a rookie extension looming. Would Portland offer Donovan Clingan, its imposing, young rim protector? The answer is probably no. He'd be needed as a piece for the Brown version of the team. Toumani Camara, a star wing defender who took a leap offensively last season, would make sense as well.

Making the money work is tricky on several levels. Just matching Brown's $58 million salary alone isn't easy, but looming over everything Portland does this offseason is the reality that it needs cap space next summer if it hopes to renegotiate and extend Deni Avdija's contract. If they don't do so, he will be a free agent in 2028 with plenty of eager suitors. This is a bit of a puzzle, and it might require a third team, but Portland does have a lot of asset value to work with.

San Antonio Spurs

The Spurs were one of many teams linked to Brown last offseason, when the Celtics were seemingly considering a gap year. No deal materialized, but San Antonio's circumstances have changed since then.

Dylan Harper was ready to compete far sooner than anyone could have realized, and after De'Aaron Fox's poor, injury-plagued Finals, upgrading Fox's salary slot into Brown would not only improve San Antonio's talent, but also balance out its roster. Putting Harper, Brown, Stephon Castle, and Victor Wembanyama on one team would create a heavy championship favorite. Brown's supermax contract has three years left compared to the four Fox has on his deal, which is notable since it means Brown's deal will expire before Harper's inevitably expensive rookie extension kicks in.

That sort of upgrade would be costly for the Spurs. San Antonio is loaded with tradable draft capital, including a 2028 swap with Boston that they could retract. While Castle and Harper would surely be off the table, maybe other younger players like Carter Bryant or Julian Champagnie would be gettable. Fox is certainly a bad contract in a vacuum, but he might actually make some sense for the Celtics specifically. He doesn't pressure the rim at nearly the rate that he used to, but he's still above average on that front and would likely do well in an environment with the sort of shooting that Boston can offer.

Still, at best, Fox has only modest positive value; more likely, he's neutral or negative. The draft and/or young player compensation alongside him would have to be enormous, and the Spurs would have to be very confident that Harper is ready to both start and organize an offense at a championship level. They'd have the most talented starting five in the NBA by far if they pulled this off, but they wouldn't be without questions of their own to answer. 

New Orleans Pelicans