2025 NBA Offseason Preview: Milwaukee Bucks
After winning their first championship in 50 years in 2021, the Bucks had a strong showing in the 2022 playoffs, but their attempt at a title defense was foiled in the second round against Boston. Khris Middleton was sidelined for that entire series due to an injury, which turned out to be a harbinger of the team's postseason health issues to come.
Milwaukee went 58-24 and claimed the top seed in the Eastern Conference ahead of the 2023 playoffs. In the team's first-round matchup with No. 8 Miami, superstar forward Giannis Antetokounmpo sustained a back injury early in Game 1, causing him miss the rest of that contest as well as the following two games. Antetokounmpo returned for Games 4 and 5, but he looked uncomfortable and was clearly not fully healthy. The Bucks were eliminated in five games, while the Heat made a surprising run to the NBA Finals.
To that point, Milwaukee’s front office had largely stuck with the same core roster and coaching staff that won the title two years prior. But the disappointing early exit, which saw the Bucks blow multiple leads late in games, led to major changes in the 2023 offseason, including firing head coach Mike Budenholzer and trading away their starting backcourt (Jrue Holiday, Grayson Allen) and multiple draft assets to acquire Damian Lillard, Portland's all-time leading scorer.
Lillard's first season in Milwaukee was rocky, both in terms of his individual performance and the goings-on of the team. The Bucks fired their new coach -- Adrian Griffin -- despite a 30-13 start, then went 2-1 under interim coach Joe Prunty, but only had a 17-19 record with Doc Rivers -- Griffin's replacement -- at the helm.
Entering the 2024 playoffs, the Bucks had homecourt advantage in their first-round series vs. Indiana, but Antetokounmpo didn't play at all due to a calf injury, and Lillard missed a couple games as well due to a sore Achilles. They wound up being eliminated in six games by the upstart Pacers.
Milwaukee got off to a rough start in '24/25, going 2-8 in its first 10 games. But the Bucks steadied the ship to an extent over the course of the season, and finished with a nearly identical record as the season prior (48-34 vs. 49-33), setting up a first-round rematch with Indiana.
Unfortunately, Lillard was diagnosed with a blood clot in his right calf in late March. He made a very quick recovery, suiting up for Games 2 and 3 and playing surprisingly extended minutes considering the lengthy layoff. He didn't look anything close to his usual self though, and disaster struck in Game 4, when the seven-time All-NBA guard suffered a torn left Achilles tendon.
Despite a stellar showing from Antetokounmpo, the Bucks were eliminated in the first round for the third straight time, this time in five games.
Lillard is on a maximum-salary contract which is projected to pay him about $54.1MM in '25/26, with a $59.5MM player option for '26/27. He turns 35 years old next month and will likely miss all of next season.
The severity of Lillard's injury and Milwaukee's third consecutive first-round exit have led to rampant speculation about Antetokounmpo's future. While there has been no indication to this point that he'll end up requesting a trade, it also can't be ruled out in the coming months.
The Bucks' Offseason Plan
The Bucks are in a difficult bind this offseason. They have one of the greatest players in NBA history in the middle of his prime, a franchise icon who has finished no worse than fourth in MVP voting in each of the past seven seasons and doesn't turn 31 until December. Even without Lillard, Milwaukee should still be a playoff team in '25/26 as long as Antetokounmpo is healthy.
And-Ones: Expansion, Greenwood, Anigbata, 2020 Draft
While NBA commissioner Adam Silver believes the league will “likely” expand beyond its current 30 teams sooner or later, he said during an appearance on The Dan Patrick Show this week that it’s not obvious to him that it absolutely needs to happen in the short term (Twitter video link).
“The reason I say it’s not obvious is because as a global business where something like two billion people will connect with us on social media, over a billion people over the course of the year will watch some portion of the game, adding another U.S. city, it’s unclear how much growth we’ll get as a result of that,” Silver explained, noting that expanding from 30 teams to 32 would dilute the NBA’s talent pool and result in two new partners splitting up the league’s revenue.
“… Having said that,” Silver continued, “I do believe certain markets can potentially be additive to the NBA, and that’s what we’re going to look at. I think part of it is geographic. It’s a big country. Making sure we’re represented all around the country, and then over time, maybe there’s more we can do in Canada, and Mexico City is a city we’ve talked about before.”
Silver went on to say that the NBA hasn’t met with any groups from specific cities yet, but confirmed that expansion will be a real topic of discussion at the league’s Board of Governors meetings in July.
“I don’t mean to tease people with this,” Silver said. “This is the summer we’re going to look at it seriously.”
We have more from around the basketball world:
- David Greenwood, a former UCLA star who was the No. 2 overall pick in the 1979 draft behind Magic Johnson, has passed away at age 68 after battling cancer, according to Beth Harris of The Associated Press. Greenwood appeared in over 800 regular season games across 12 NBA seasons with the Bulls, Spurs, Pistons, and Nuggets, earning a spot on the All-Rookie first team in 1980 and winning a title with Detroit in 1990. He held career averages of 10.2 points, 7.9 rebounds, and 2.0 assists in 28.4 minutes per game.
- Ahead of Sunday’s draft withdrawal deadline for early entrants, German forward Alec Anigbata has removed his name from consideration, reports Jon Chepkevich of DraftExpress (Twitter link). The 20-year-old has played a minor role for Ratiopharm Ulm in Germany this season and will become automatically draft-eligible in 2026, Chepkevich notes.
- If the 2020 NBA draft were held again knowing what we know now, Anthony Edwards would still be the No. 1 pick, but a pair of Tyreses – Tyrese Haliburton and Tyrese Maxey – would move into the top three after initially being drafted at No. 12 and No. 21, respectively, according to HoopsHype. In HoopsHype’s 2020 re-draft, a series of late first-rounders move into the top 10, with Desmond Bane jumping from No. 30 to No. 5 while Jaden McDaniels (No. 28 to No. 6), Immanuel Quickley (No. 25 to No. 9), and Payton Pritchard (No. 26 to No. 10) also make big leaps.
Western Notes: Spurs, Williamson, Nuggets, Wolves, Clippers
The Spurs are expected to hire Corliss Williamson to be an assistant coach on Mitch Johnson‘s new staff in San Antonio, league sources tell Marc Stein of The Stein Line (Twitter link).
A former star at Arkansas and a Sixth Man of the Year in the NBA, Williamson appeared in over 800 regular season games for four NBA teams from 1995-2007 and won championships at both the NCAA and NBA level. He transitioned into coaching in 2007 after retiring as a player, spending a few years with college programs in his home state of Arkansas before making the leap to the NBA.
Williamson, who has spent the past two years as a member of Chris Finch‘s coaching staff with the Timberwolves, has also had stints as an assistant in Sacramento, Orlando, and Phoenix.
Here are a few more items of interest from around the Western Conference:
- Checking in on where things stand with the Nuggets‘ front office search, Bennett Durando of The Denver Post (subscription required) says the club’s goal is to resolve the situation before the June 25 draft, even though Denver doesn’t control a 2025 pick. Given how little chatter there has been about outside candidates for the job, in-house executives Ben Tenzer (the current interim general manager) and Tommy Balcetis still look like the best bets for the full-time position, Durando writes, though he acknowledges it’s possible the team has just done a very good job of keeping other targets under wraps.
- While the Timberwolves will almost certainly be a taxpayer again in 2025/26, the big question they’ll have to answer is where they’ll draw the line, Yossi Gozlan writes in previewing the team’s offseason for The Third Apron (Substack link). Gozlan predicts Minnesota will try to get below the second tax apron either this offseason or at least by the end of 2025/26 to avoid having another future first-round pick frozen. He also explores how the team might handle its free agents and wonders if the Wolves could reduce their 2025/26 team salary by having Julius Randle decline his player option in order to sign a multiyear deal with a lower starting salary.
- Keith Smith of Spotrac looks ahead to what’s on tap for the Clippers this offseason, discussing James Harden‘s contract situation, considering what the team might do with its other free agents, and evaluating whether an extension for Norman Powell makes sense, among other topics. We published our own Clippers offseason preview earlier this week.
Phil Pressey To Coach Celtics’ G League Team
Former NBA guard Phil Pressey will be named the head coach of the Maine Celtics, Boston’s G League affiliate, league sources tell Michael Scotto of HoopsHype (Twitter link).
Pressey, 34, played college ball at Missouri from 2010-13 and then signed with the Celtics after going undrafted. He appeared in 125 regular season games across two seasons for Boston before spending time with the Sixers and Suns in 2015/16. From 2016-22, he competed in the G League and in various leagues in Spain, Turkey, and Germany.
Pressey averaged 3.2 points and 2.9 assists in 13.6 minutes per game across 148 total NBA appearances, with a .341/.254/.630 shooting line.
A year after ending his playing career, Pressey rejoined the Celtics in 2023 as a player enhancement coach under Joe Mazzulla. He has spent the past two seasons in that role.
Pressey will be replacing Tyler Lashbrook, who was Maine’s head coach in 2024/25 after spending the previous season in Boston as a player development coach. It’s unclear whether Lashbrook will be rejoining the Celtics’ NBA staff or leaving the team for a new opportunity, but he did well in Maine this past season, leading the G League squad to a 21-13 regular season record and an appearance in the NBAGL’s Eastern Conference Finals.
Suns Engaged In KD Trade Talks With Rockets, Heat, Wolves
With trade negotiations heating up ahead of the June 25 draft, the Rockets, Heat, and Timberwolves have been the teams most seriously engaged with the Suns in recent days about a potential deal for Kevin Durant, ESPN’s Shams Charania said during an appearance on The Pat McAfee Show on Friday (Twitter video link).
“(The Suns have) had about six to eight teams reach out,” Charania said. “There’s been interest, there’s been some offers, there’s been some negotiations. But really in the last 24 to 48 hours, I’m told, the focus of the Suns’ conversations has been on a few of the teams: the Houston Rockets, the Miami Heat, and the Minnesota Timberwolves. I’m told those are the three teams right now where a lot of the focus for Durant lies.”
When Charania reported earlier this week that the Suns, Durant, and KD’s business partner and manager Rich Kleiman were sifting through potential trade scenarios, he mentioned those three clubs, along with the Knicks and Spurs, as possibilities for the superstar forward.
Since then, multiple reports from beat writers covering the Knicks have indicated New York isn’t pursuing Durant, while a report on Thursday suggested there’s growing skepticism about San Antonio acquiring the former MVP.
That doesn’t mean that Houston, Miami, and Minnesota are the only suitors still in the mix, however.
When John Gambadoro of Arizona Sports 98.7 (YouTube link) discussed the situation during a radio appearance on Thursday, he said he’s also keeping an eye on the Spurs, Raptors, and Clippers in addition to the Rockets, Heat, and Timberwolves, adding that there may be a couple other wild-card teams in play too. ESPN’s Tim Bontemps and Brian Windhorst also mentioned the Clippers today as a possible Durant suitor.
Gambadoro also mentioned that he believes Durant prefers to end up with one of the Texas teams – San Antonio and Houston – though that sounds more like informed speculation than hard reporting.
Interestingly, both Charania and Gambadoro believe a trade could be consummated well in advance of the draft. Gambadoro said during Thursday’s Burns & Gambo show that he’s predicting a deal will occur at some point next week. Asked on Friday on McAfee’s show about that report, Charania concurred.
“You said a week. I think it could be even sooner than that,” Charania said. “I think there’s some motivation with some teams. Potentially even sooner than seven days. Maybe in the next few days we could get some Kevin Durant trade action.”
As Kurt Helin of NBC Sports points out, commissioner Adam Silver and the league office have typically discouraged teams from making (or at least leaking) mid-June blockbuster trades that would upstage the NBA Finals, so even though there appears to be traction on the Durant front, that’s a factor to consider when projecting a timeline for an agreement.
The NBA Finals could end on Monday at the earliest, with a potential Game 6 scheduled for Thursday (June 19) and Game 7 to be played next Sunday (June 22), if necessary.
Bontemps/Windhorst’s Latest: Durant, Clippers, Knicks, Jerome
Kevin Durant said in February that he was “blindsided” when he learned that the Suns were discussing potential trades involving him without his knowledge, and sources tell ESPN’s Tim Bontemps and Brian Windhorst that there was some disagreement within the organization about how those talks were handled.
According to ESPN’s duo, that situation is one reason why Suns owner Mat Ishbia and new general manager Brian Gregory have spoken repeatedly about a desire for all of the team’s leaders to be in “alignment” going forward. It’s also why Durant and his manager Rich Kleiman are being kept in the loop during this summer’s trade talks.
Still, while the Suns would ideally like to find a deal that Durant is happy with, finding “alignment” with the star forward on that front is ultimately less important for the franchise than maximizing its return in any KD trade, as Bontemps and Windhorst observe. League sources who have spoken to ESPN believe Phoenix may have a hard time finding a package the front office will be satisfied with, though there’s still a sense a deal could get done before or during the draft.
Bontemps and Windhorst identify the Clippers as one potential dark-horse suitor to watch in the Durant sweepstakes, echoing an earlier report from John Gambadoro of Arizona Sports 98.7.
Here are a few more highlights from that ESPN report:
- Due in part to a lack of high-end free agents and teams with cap room, one source who spoke to ESPN predicted the draft will be busier than normal in terms of trades and might even be the summer’s “high point of activity.”
- The Knicks were declined permission to speak to five head coaches currently under contract with rival teams, but there’s a belief that those initial denials may not be the end of the team’s pursuit of Mavericks coach Jason Kidd and/or Bulls coach Billy Donovan, per Bontemps and Windhorst. K.C. Johnson of the Chicago Sports Network (Twitter link) has heard similar rumblings, but he says Donovan “isn’t going anywhere” and is “in Chicago to stay.” We wrote more on Thursday about why New York may not be ready to move on from Kidd right away.
- While there’s an expectation around the NBA that it may take the full non-taxpayer mid-level exception ($14.1MM) to sign free agent guard Ty Jerome this summer, the Cavaliers are hopeful that he’ll be willing to re-sign in Cleveland for a little less than that, sources tell ESPN. With starting point guard Darius Garland coming off toe surgery, the Cavs may feel some added pressure to bring back Jerome, but the cost would be high, since the club projects to operate above the second tax apron and will face a substantial luxury tax bill.
- In case you missed it, Bontemps and Windhorst also shared a handful of Bucks-related notes and rumors, which we rounded up in a separate story.
Bucks Rumors: Giannis, Tax, Lopez, Portis, Point Guards
After stating during multiple television appearances this week that a Giannis Antetokounmpo trade appears unlikely to happen in the short term, ESPN’s Brian Windhorst reiterated that point on Friday in a an ESPN.com story co-authored by Tim Bontemps.
At the moment, Windhorst and Bontemps say, the expectation around the NBA is that Antetokounmpo will still be in Milwaukee by the time the 2025/26 season tips off.
However, the ESPN duo stresses that’s just where things stand as of today. It doesn’t necessarily mean the situation won’t change at some point this offseason, since there’s no indication Antetokounmpo has definitively told the Bucks that he’s staying. It remains possible he could request a change of scenery later in the summer if he decides he’s not thrilled with the team’s direction.
For now though, the Bucks aren’t listening to trade inquiries on Antetokounmpo and aren’t expected to make any deal involving the two-time MVP in the short term.
Here’s more on the Bucks from Windhorst and Bontemps:
- In meetings since the Bucks’ season ended, general manager Jon Horst and head coach Doc Rivers have presented plans to keep the core of the roster intact around Antetokounmpo, per ESPN. Milwaukee went 10-4 without Damian Lillard in March and April and is optimistic about its ability to contend for a top-six playoff spot until he’s ready to return, which the club hopes will happen before the end of the 2025/26 season, as Windhorst and Bontemps explain.
- Personnel around the NBA are curious about the Bucks’ appetite to be a taxpayer in ’25/26 after paying substantial penalties in recent years, according to Windhorst and Bontemps, who hear from sources that the team is indeed prepared to operate above the tax line again. It would be difficult for the Bucks to retain free agent big men Brook Lopez and Bobby Portis without surpassing that threshold, ESPN’s duo notes.
- While Milwaukee may be a taxpayer again next season, rival teams think the Bucks will look to operate below the first tax apron, giving them access to at least part of the non-taxpayer mid-level exception. The team may need that MLE to sign a free agent point guard to step in for Lillard. According to Windhorst and Bontemps, Dennis Schröder, Tyus Jones, and Malcolm Brogdon are a few names to watch.
Nuggets’ Russell Westbrook To Opt Out Of Contract
Nuggets point guard Russell Westbrook won’t exercise his $3.47MM player option for the 2025/26 season, league sources tell Marc Stein of The Stein Line (Twitter link).
Declining that option will put Westbrook on track to become an unrestricted free agent this summer. He would have the opportunity at that time to either re-sign with Denver or join a new team.
Westbrook, 36, played a significant role for the Nuggets after signing with the team as a free agent during the 2024 offseason. He averaged 13.3 points, 6.1 assists, 4.9 rebounds, and 1.4 steals in 27.9 minutes per game across 75 appearances (36 starts) during the regular season, with a .449/.323/.661 shooting line. He also contributed 11.7 PPG, 2.6 APG, and 3.7 RPG in 13 playoff contests (24.1 MPG).
A former MVP and a nine-time All-Star, Westbrook is a polarizing player for a future Hall of Famer. He was lauded by coaches and teammates in Denver this past season for his energy, competitiveness, and leadership, and remains an excellent play-maker and an elite rebounder at his position. However, he’s also an inefficient scorer whose high-energy style often results in out-of-control plays and a high turnover rate.
Despite his flaws, Westbrook has been a great value on minimum-salary contracts in recent years after earning the maximum for much of his playing career. Since being bought out by the Jazz in 2023, he has opted for situations with the Clippers and Nuggets where he can play a major role on a team with championship aspirations. If money were more of a priority, Westbrook could likely have done better than the veteran’s minimum on the open market over the last couple seasons.
His decision to decline his option doesn’t come as a major surprise, since his $3,468,960 option was based on a 5% raise on this past season’s minimum salary. With the salary cap expected to rise by 10%, Westbrook’s new minimum projects to be $3,634,153, so even if he wants to remain with the Nuggets, opting out to sign a new contract makes sense.
It’s also worth noting that if Westbrook signs a one-year minimum-salary deal with Denver or another team, his cap hit for 2025/26 would be just $2,296,274. If he signs another one-plus-one contract that includes a second-year option, his cap charge would be equivalent to his actual salary, whether or not he earns the minimum.
Westbrook is currently recovering from a procedure to repair multiple ligament tears in his right hand.
Malachi Flynn Joining Turkish Team
Free agent guard Malachi Flynn, a former NBA first-round pick, has reached an agreement to join Bahçeşehir Koleji, the Turkish team announced today in a press release (hat tip to Sportando).
The No. 29 overall pick in 2020, Flynn spent his first three-and-a-half NBA seasons with the Raptors, appearing in 175 regular season games and averaging 5.4 points and 2.0 assists in 15.0 minutes per night, with a shooting line of .379/.338/.756.
The former Washington State standout was traded from Toronto to New York alongside OG Anunoby and Precious Achiuwa in December 2023, then was flipped to Detroit several weeks later in the deal that sent Bojan Bogdanovic and Alec Burks to the Knicks. His most memorable NBA outing came near the end of the 2023/24 season with the Pistons, when he went off for 50 points in an April game against the Hawks.
Despite that display of his scoring ability, Flynn had a hard time finding work at the NBA level during the 2024/25 season and spent much of the year with the Austin Spurs in the G League. He put up 22.6 PPG on .475/.391/.847 shooting in 36 games with San Antonio’s NBAGL affiliate, earning a 10-day contract with the Hornets in March. That was the 27-year-old’s most recent stint on an NBA roster.
Bahçeşehir Koleji, Flynn’s new team, doesn’t compete in the EuroLeague or EuroCup, but is coming off a strong year in Turkey’s Basketball Super League. The club went 18-12 in the regular season and made the semifinals in the playoffs before being eliminated by Fenerbahçe.
2025 NBA Offseason Preview: Detroit Pistons
The 2023/24 Pistons were one of the worst teams in NBA history. Detroit lost 28 games in a row in the first half and got off to a 4-39 start en route to a 14-68 overall record, which was the worst single-season mark in the franchise's 76-year existence.
The Pistons hadn't won more than 23 games in any of the four years prior to '23/24, but that 14-win showing in a season when they were supposed to take a step forward was an embarrassing low point that prompted an offseason overhaul during the summer of 2024.
Trajan Langdon replaced Troy Weaver as the head of basketball operations, while J.B. Bickerstaff took over as head coach just one year after Monty Williams received a six-year contract worth a reported $78.5MM. The Pistons' roster underwent some significant changes too, with Tobias Harris and Malik Beasley signing as free agents and Tim Hardaway Jr. acquired in a trade with Dallas, adding some veteran floor spacers to a team headlined by former No. 1 overall pick Cade Cunningham.
It would be difficult to pinpoint which of those specific changes made the biggest difference in Detroit, given that they all worked out pretty much exactly as the club had hoped. Bickerstaff established a hard-nosed, defensive-minded culture, turning a roster that ranked 25th in defensive rating in 2023/24 into a top-10 unit in '24/25. He finished second in Coach of the Year voting.
The veteran acquisitions, led by Sixth Man of the Year runner-up Beasley, also helped turn things around for a Pistons team that had ranked 29th in the NBA in three-pointers made and 26th in three-point percentage in '23/24. Detroit still wasn't exactly raining down three-pointers like the Celtics, but the club improved its rankings in those categories to 20th and 17th, respectively.
Most importantly, with more space to operate on offense, Cunningham enjoyed a breakout year, establishing new career highs in points (26.1) and assists (9.1) per game, as well as field goal percentage (46.9%) and three-point percentage (35.6%). He earned his first All-Star nod, was named to the All-NBA third team, and was a finalist for Most Improved Player.
The Pistons' year-over-year improvement - from 14 wins to 44 - represented the sixth-biggest turnaround in NBA history and finally gave fans in Detroit a reason for optimism going forward. Even though they were eliminated in the first round of the playoffs, the two postseason wins the Pistons picked up against the Knicks were the most they'd gotten in a season since 2008, when they went to the Eastern Conference Finals.
This version of the Pistons is likely still a little ways off from another conference finals appearance, but it's extremely encouraging that the organization seems to have the right leaders - Langdon and Bickerstaff - in place and that a protracted rebuild is finally beginning to bear fruit. With several promising young contributors still on the rise and plenty of cap flexibility going forward, Detroit is well positioned to continue clawing its way up the Eastern Conference standings in the coming years.
The Pistons' Offseason Plan
Cunningham's breakout season represents a double-edged sword for the Pistons. As thrilled as they must have been to see the former top pick become one of the league's best guards at age 23, his spot on the All-NBA third team increased the value of his maximum-salary rookie scale extension by a projected $45MM. It will now start at 30% of the 2025/26 cap instead of 25%, adding nearly $8MM in extra salary to the team's cap for next season.