Damian Lillard

Blazers Notes: Ayton, Lillard, Brogdon, Grant, Sharpe

October 2nd, 2023 at 1:06pm CST by Luke Adams

Trail Blazers head coach Chauncey Billups is thrilled about the team’s acquisition of Deandre Ayton and believes the former No. 1 overall pick will benefit from a change of scenery, he said on Monday, per Sean Highkin of Rose Garden Report (Twitter link).

“I always have a unique perspective because of my playing career,” said Billups, who played for four teams in his first five NBA seasons before finding a long-term home in Detroit. “Sometimes it’s just time for a change. I think that was probably what happened with him (in Phoenix). For me, I’m really excited about DA. He’s already a top-five center in the league and there are so many levels he can get to. We’ve got to help him reach his potential. That’s my responsibility as a coach.”

As Vincent Goodwill writes for Yahoo Sports, the Trail Blazers believe Ayton still has a ton of potential and view him as a talented offensive player capable of playing winning basketball.

The 25-year-old appears to be just as excited about his new home as Portland is to acquire him, according to Aaron Fentress of The Oregonian. As Fentress writes, in a social media video of Ayton’s first visit to the Blazers’ facility after the trade, the big man said he was “so glad to be here,” adding that he feels like he “just got drafted.”

“I’m at an organization that wants me and wants me to succeed,” Ayton said on media day on Monday, per Fentress (Twitter link). “So, there’s a lot more passion when you feel that mentally and you know you’ve seen that physically as well. So, there’ll be a lot more grit and a lot more domination.”

Here’s more on the Blazers:

A report in the wake of the Damian Lillard trade suggested that the star guard – realizing he likely wouldn’t end up in Miami – asked general manager Joe Cronin last month if he could withdraw his trade request and return to Portland, and Cronin told him no. Asked today about that claim, Cronin offered his version of events: “I told him I personally thought it was a bad idea. The trade request had not been rescinded” (Twitter link via Highkin).
After trading away Lillard and Jrue Holiday, the Blazers don’t sound like they’re rushing back to the market to move Malcolm Brogdon. “We want to have Malcolm come here and be a part of this,” Cronin said on Monday, per Highkin (Twitter link). “He can bring some good on-court intangibles for us and also as a veteran, which is something we’re going to need. We have a very young roster. I want to make sure there’s enough veteran leadership around these guys.”
Yossi Gozlan of HoopsHype listed a handful of potential trade partners for the Trail Blazers if they do decide to deal Brogdon.
Veteran Blazers forward Jerami Grant, who signed a new five-year, $160MM contract with the club in July, admitted it was “definitely a shock” to realize he won’t be playing with Lillard going forward but said that it’s “part of the business” and that he’s comfortable moving forward with the current group. “Joe and (Blazers owner) Jody (Allen) have been doing a great job,” Grant said (Twitter link via Highkin). “I’m fine.”
With Lillard gone, there may be an opening for young wing Shaedon Sharpe to move into the Blazers’ starting lineup, but he said on Monday that he’s not worried about whether he starts or whether he ends up playing at the two or three, according to Highkin (Twitter links). “It doesn’t really matter to me, for real,” he said. Sharpe also told reporters that he expects to play for Team Canada in the 2024 Olympics.

Bucks Notes: Lillard, Giannis, Roster Spot, Holiday

September 30th, 2023 at 10:00pm CST by Arthur Hill

Pairing Damian Lillard with Giannis Antetokounmpo should create plenty of scoring opportunities for the rest of the Bucks‘ offense, writes Jim Owczarski of The Milwaukee Journal Sentinel. Both players averaged better than 30 points per game last season, so while they’ll have to figure out how to mesh their talents, they provide plenty of individual firepower.

Lillard is a reliable shot maker who will cause opponents to be more reluctant about sagging into the lane to guard Antetokounmpo. Outside shooters Malik Beasley, Pat Connaughton and A.J. Green should all get better looks by playing alongside Lillard, Owczarski notes, while Brook Lopez and Bobby Portis become more dangerous in pick-and-pop actions.

Exchanging Jrue Holiday for Lillard will lead to a drop-off defensively, but Owczarski points out that new head coach Adrian Griffin is installing a system that emphasizes help. With Antetokounmpo and Lopez protecting the rim, the Bucks may be able to cover up Lillard’s shortcomings on defense.

There’s more from Milwaukee:

The Bucks sent Grayson Allen to Phoenix in the three-team deal, leaving them with 14 guaranteed contracts and the ability to make a roster addition, Owczarski adds. He notes that the team doesn’t have a reserve point guard with a guaranteed deal, so that might be a priority. Backups Lindell Wigginton and TyTy Washington both have two-way contracts. Milwaukee doesn’t control any of its first-round picks until 2031, so it will be difficult to improve the roster through any more trades.
Hundreds of fans waited for hours outside Fiserv Forum on Saturday for a chance to welcome Lillard to Milwaukee, according to Jack Baer of Yahoo Sports. Lillard acknowledged the crowd, but he didn’t say anything as he walked inside to meet his new team. The Bucks posted a video of Lillard taking a few shots inside the arena.
Holiday offered a farewell message on Instagram after the trade became official, per JR Radcliffe of The Journal-Sentinel. “Thank you fans! For those who know me best, they know we are all about family,” Holiday wrote. “Milwaukee — you welcomed me and my family into your city, into your homes, into your hearts. We will forever be champions together, and me and my family will forever be grateful and thankful. Until next time, thanks for everything.”

More Details On The Three-Team Lillard Blockbuster

September 30th, 2023 at 1:47pm CST by Rory Maher

The Bucks were interested in acquiring Damian Lillard immediately after he made his trade request on July 1, but the deal didn’t start to come together until this past Sunday.

As Adrian Wojnarowski writes in an in-depth story for ESPN (Insider link), Bucks general manager Jon Horst told Trail Blazers GM Joe Cronin from the outset that their talks had to remain a secret or Milwaukee would withdraw from negotiations.

According to Wojnarowski, Horst didn’t want Jrue Holiday to be involved in any trade rumors, or used as leverage by Cronin with other teams to increase offers for Lillard. The Bucks didn’t want to disrupt their chemistry and hold Holiday in very high regard. That meant Cronin was unable to gauge Holiday’s market value before agreeing to the trade.

As Wojnarowski details, Horst told Cronin that the only way a deal would work is if the Blazers took their time fielding offers and eventually circled back to Milwaukee for one-on-one talks. That started Sunday evening, with both sides feeling like they had reached a breakthrough.

Cronin was determined to say patient and accept the best possible offer, per Woj, and kept details of Lillard negotiations hidden from prying eyes. Lillard’s agent, Aaron Goodwin, was determined to steer him to Miami, but Lillard didn’t have much leverage. Wojnarowski strongly suggests Cronin felt the need to keep things private from Goodwin in case he tried to tank trade talks with non-Heat teams.

One of the most fascinating and “delicate” parts of the deal was Phoenix’s involvement. According to Wojnarowski, the Blazers and Suns had the outline of a trade together for months — Deandre Ayton to Portland for Jusuf Nurkic. Cronin wanted to tie that agreement into any Lillard trade, so throughout the offseason he kept circling back to the Suns.

However, as Wojnarowski writes, due to Milwaukee’s insistence on secrecy, Cronin was unable to tell Suns CEO Josh Bartelstein the final details until the last minute. According to Woj, Phoenix knew it was getting Nurkic, Nassir Little and Keon Johnson from the Blazers in a three-team deal, but the Suns wanted another asset in return.

Cronin was unable to tell the Suns who that player was — or who he played for. Cronin did tell the Suns the mystery player’s position and gave an approximation of his salary, and Phoenix was able to deduce it was either Thunder guard Victor Oladipo or Bucks guard Grayson Allen.

Only on Wednesday afternoon — just before the trade was made public — did Cronin confirm that it was Allen, whom the Suns had reportedly been interested in for several months. According to Wojnarowski, Bartelstein, GM James Jones and owner Mat Ishbia quickly discussed and then agreed to the deal.

The Blazers were happy and relieved to have completed the deal, per Woj, and believed they did right by Lillard by sending him to a contender, even if it wasn’t his preferred destination. Shortly thereafter, Cronin was bombarded by calls inquiring about Holiday, who is now the hottest name on the trade block.

Wojnarowki’s full story is definitely worth reading in full if you subscribe to ESPN+.

Heat Notes: Ellington, Roster, Jaquez, Lillard

September 29th, 2023 at 7:12pm CST by Rory Maher

Wayne Ellington, a 13-year veteran whose last NBA stint came with the Lakers in 2021/22, has joined the Heat as a player development coach, writes Anthony Chiang of The Miami Herald. Ellington will replace Anthony Carter, who left Miami a couple months ago to join the Grizzlies.

Ellington, 35, hasn’t officially retired, but the fact that the longtime shooting guard is joining Miami’s coaching staff is an indication that his playing days might be coming to a close.

According to Tim Reynolds of The Associated Press (Twitter link), Ellington was considering continuing his career in a front office role, but the Heat offered him a job as a coach and he accepted it. The team just made the announcement, but Ellington has already been acting in an unofficial capacity for several weeks, Reynolds adds.

The 28th pick of the 2009 draft, Ellington has played in 770 regular seasons games (20.9 MPG) for nine teams during his career, averaging 8.0 PPG and 2.1 RPG while shooting 38.2% from three-point range. He had his most productive seasons during his tenure with the Heat from 2016-19, averaging 10.5 PPG as a shooting specialist (38.4% from deep on high volume).

Here’s more on the Heat:

Anthony Chiang and Barry Jackson of The Miami Herald explore what’s next for the Heat after they were unable to trade for Damian Lillard, who landed with the Bucks in a three-team blockbuster. As the authors note, the Heat will have to fill their 14th standard roster spot before the season starts — they currently only have 13 players on standard deals, including Orlando Robinson‘s partially guaranteed salary.
First-round pick Jaime Jaquez was involved in the Lillard trade rumors and he admits he heard the speculation, he told Chiang of The Miami Herald. “I won’t lie, at first it was in the back of my head,” Jaquez said earlier this week. “Like what’s going to happen? Am I going to leave? You never know. But as we moved on and time went on, I just got really comfortable in my situation that whatever happens happens. I just believe it’s all a part of a bigger plan. Things happen for a reason. If I stay, great. If I get traded, it was fun while it lasted. But I try not to worry about that. I can only control what I can control.” The former UCLA standout also said he’s fully healthy following a shoulder injury in Summer League and has been working on his shooting and defense ahead of his rookie season.
Missing out on Lillard is “close to a worst-case scenario” for the Heat, contends William Guillory of The Athletic. As Guillory writes, Lillard would have been an ideal fit on the offensive end, and he’ll also be joining the rival Bucks, which not only improves Milwaukee’s roster but also may make Giannis Antetokounmpo more likely to sign an extension. Guillory believes the Heat can’t just stand pat and need to bolster their offensive firepower to make another deep playoff run. He also wonders if Tyler Herro will have any lingering resentment after being involved in trade rumors all summer.

Details On Damian Lillard’s “Messy” Exit From Portland

September 28th, 2023 at 10:29pm CST by Rory Maher

Multiple reporters have cited sources who said the Trail Blazers hadn’t discussed a Damian Lillard trade with the Heat — Lillard’s preferred landing spot — since July.

According to Chris Haynes of Bleacher Report, the last dialogue the two sides had was a phone call at Summer League between Blazers GM Joe Cronin and Heat GM Andy Elisburg. Miami wanted to set up an in-person meeting in Las Vegas to have further discussions, but it never transpired, per Haynes.

“How this summer played out behind the scenes definitely left a sour taste in my mouth,” Lillard told Haynes. “But it doesn’t change the amazing experiences I’ve had with the Trail Blazers and this city. I’ll always cherish this place. This is my home. I’ll always live here regardless.”

The situation became acrimonious almost immediately, as the Blazers felt Lillard’s trade request had put them at a negotiating disadvantage, while Miami believed Portland was acting out of emotion instead of understanding the league is a business, Haynes writes.

Following a lengthy period of inactivity, Aaron Goodwin, Lillard’s agent, suggested that Cronin meet with Lillard in the event that the longtime star returned to the team.

As Haynes details, at the meeting on September 5, Lillard expressed his disappointment with the situation and wondered why there hadn’t been any communication between Portland and Miami. He didn’t want to be traded anywhere else and noted that he’d been willing to sacrifice for the team.

Specifically, Haynes cites sources who say the Blazers asked Lillard to sit out the final 10 games of last season to boost Portland’s lottery odds. Lillard was told a top pick would improve the front office’s chances of trading it for a win-now veteran. Lillard reluctantly agreed, with the team citing a “calf injury.” Portland ultimately kept the pick and selected Scoot Henderson No. 3 overall.

According to Haynes, Cronin told Lillard at the September 5 meeting that he planned to extract every possible asset from the Heat if he had to deal with them. Realizing that was unrealistic, Lillard responded by saying if he couldn’t land in Miami, he’d prefer to rescind his trade request and return to Portland.

Cronin told Lillard he couldn’t come back, which “shocked” the 33-year-old, sources tell Haynes. Lillard was “discouraged” that he couldn’t return to the Blazers, but he also didn’t want to be somewhere he wasn’t wanted, so he ended the meeting.

Shortly thereafter, the Blazers — who were frustrated with their offers at that point — refused to communicate with Lillard and Goodwin for almost three weeks. Portland didn’t want Goodwin meddling in trade talks, which is how the team rationalized the decision, per Haynes.

With Cronin refusing to talk, Goodwin came up with a contingency plan, letting both Milwaukee and Brooklyn know Lillard would be interested in joining those two teams. Haynes is now the third to report that information regarding the Bucks and Nets.

The NBA actually got involved on September 23 because of the contentious communication breakdown, Haynes writes. Cronin agreed to have dialogue with Goodwin at that point, and a few days later Lillard was traded to the Bucks.

Two-time MVP Giannis Antetokounmpo admitted he has mixed emotions about the trade, he told Haynes.

“It’s a bittersweet day for the city of Milwaukee,” Antetkounmpo said. “You get Dame, who is a great player, but you lose a great guy. Jrue (Holiday) took us to the promised land. I’m 10 years in now. I know it’s a business. At the end of the day, Jrue will alway be be my brother for life. He’s one of the best human beings I’ve been around. But we’ve got to focus on the goal to win the championship. Dame wants this. He’s hungry to win, and he’s going to push us. I’m very happy to have him on our team.”

Haynes’ story for Bleacher Report has more details and quotes and is worth reading in full.

Here are some more notes related to the three-team blockbuster:

In a series of Twitter posts, Lillard sent a heartfelt thank you and goodbye to Blazers fans, teammates, coaches, employees, the media, and more. In conclusion, he wrote, “As this chapter of my life ends, I look back and realize how special it was. Even in this moment I feel sad that we never accomplished what I so badly wanted to. I don’t cry much, but I know my love for you is real because I am for sure dropping some tears right now. Rip City you know my heart and where I stand because I’ve stood there for over a decade so to have to move off my square hurts my heart. … I do believe a day will come where I put on a Blazers uniform on again, and hopefully by then I’ll be forgiven for breaking your hearts along with my own.”
Center Deandre Ayton, who was sent to Portland in the deal, also sent a thank you message to the Suns (via Twitter).
Only Lillard and Holiday will be required to report and pass physicals as part of the deal, according to ESPN’s Bobby Marks (Twitter links), who adds that Holiday can’t be traded until both players pass their physicals. The Blazers owe the Bulls a top-14 protected first-rounder through 2028, and if it conveys that summer, Portland’s ’28 first-round pick swap with Milwaukee will be voided, Marks reports.
The Blazers generated an $8.8MM traded player exception in the deal, while the Suns got a $1.1MM TPE, per Marks.
In another tweet, Marks notes that Holiday can’t be aggregated with other salaries for two months, though he can be traded on his own (or with one or more players if his salary isn’t aggregated with theirs).
While multiple reports have now said Goodwin reached out to Brooklyn, NetsDaily.com hears the Nets were never interested and only discussed Lillard with Portland one time, in July. The Nets simply didn’t believe Lillard could turn them into a contender and were wary of his age and long-term contract, per NetsDaily.
Yossi Gozlan of HoopsHype explores what’s next following the deal, while Sam Vecenie of The Athletic evaluates the trade for the Bucks, Blazers and Suns.

Jrue Holiday Rumors: Heat, Pacers, Knicks, Celtics, More

September 28th, 2023 at 7:29pm CST by Rory Maher

The Lakers, Clippers, Heat, Celtics, Bulls and Sixers are among the teams Jrue Holiday would be interested in joining, a league source tells Anthony Chiang and Barry Jackson of The Miami Herald.

That said, unless the Trail Blazers are willing to hold onto Holiday for at least a few months, you can scratch the Lakers from the list of possible suitors. They obviously aren’t trading LeBron James for Holiday, and the other players they could theoretically use to match salaries aren’t trade-eligible until December or January.

The Blazers are expected to prioritize young players and draft assets in exchange for Holiday, ESPN’s Adrian Wojnarowski said on NBA Today (YouTube link).

Holiday is expected to draw interest from a variety of teams, sources tell ESPN’s Zach Lowe (Insider link). The Heat could be among that group, but Portland “had no major interest in any individual Miami player or draft asset, and limited interest in whatever combination Miami might cobble” during negotiations for Damian Lillard, Lowe reports.

According to Chiang and Jackson, the Heat haven’t ruled out making an aggressive push for Holiday, but they didn’t do it immediately on Thursday. Miami isn’t expected to pursue James Harden, and has yet to express interest in Pacers sharpshooter Buddy Hield, who is reportedly on the trading block after failing to reach an extension, a source tells Chiang and Jackson. Free agent guard Goran Dragic is interested in returning to the Heat, but that interest doesn’t appear to be mutual, per The Herald’s duo.

Sources tell Lowe the Pacers and Knicks are expected to have a level of interest in Holiday, though it’s unclear how seriously they’ll pursue the defensive stalwart. While Lowe believes Holiday could be a good fit with both clubs, he wonders if Indiana will decide it’s too early to make a win-now move.

Boston was previously cited as a possible suitor, but multiple sources tell Brian Robb of MassLive that the Celtics will likely be outbid and aren’t expected to land Holiday. Still, the team has long been interested in the veteran guard — Boston tried to acquire Holiday a few years ago before he was traded to Milwaukee, a source tells Robb.

Here are a few more notes related to Holiday, who was sent to the Blazers from the Bucks as part of yesterday’s Lillard blockbuster:

Bucks star forward Giannis Antetokounmpo didn’t have a direct impact on the Lillard deal, Wojnarowski noted in the same segment. “Directly, (Antetokounmpo) literally played no role,” Wojnarowski said. “In fact, (GM) Jon Horst did not bring this trade idea or sign off on it to Giannis Antetokounmpo because Jrue Holiday was involved. And the relationship there and the reverence that this organization and these players have for Holiday. He did not want to put that to Giannis Antetokounmpo and have him have that on his conscience necessarily that he might sign off or not sign off on it.” However, as Wojnarowski observes, Antetokounmpo putting pressure on the organization by saying winning more championships was the most important thing in his career certainly played a significant indirect factor in Milwaukee trading for Lillard.
In addition to the previously mentioned teams that might pursue Holiday, ESPN’s Brian Windhorst (Insider link) believes the Pelicans, Kings and Warriors would also benefit from the All-Star guard’s services. Over at The Athletic, John Hollinger lists the Heat, Clippers and Celtics as logical destinations for Holiday.
Dustin Dopirak of The Indianapolis Star considers the pros and cons of the Pacers pursuing Holiday. As Dopirak writes, head coach Rick Carlisle heaped praise on the five-time All-Defensive member during the 2022/23 season. “I’d like to somebody to name five other basketball players that are better than Jrue Holiday at the entire game,” Carlisle said. “Guy’s an amazing player, both sides of the ball. His scoring tonight was at another level obviously, but defensively, he can guard anybody. Just a nod of respect to him. He’s a guy that too often is overlooked as a truly, truly great player.” Still, Dopirak thinks it’s probably too early for Indiana to go after a 33-year-old veteran like Holiday, who can be a free agent in 2024 if he declines his player option.

Central Notes: Pistons, Giannis, Hield, Theis, Jackson, Smith

September 28th, 2023 at 12:15pm CST by Dana Gauruder

Another Central Division team could be making a deal soon. While the Pistons can’t upstage Milwaukee’s acquisition of Damian Lillard, they have been active in trade talks over the last few weeks, James Edwards III of The Athletic reports.

Edwards speculates that James Wiseman, Marvin Bagley, Killian Hayes, Bojan Bogdanovic and Alec Burks are the candidates to be dealt, which could clear a logjam at some positions and open up more playing time for the Pistons’ rookies. In Hayes’ case, the 2020 lottery pick doesn’t appear to be in the team’s plans after acquiring Monte Morris and drafting Marcus Sasser.

We have more from the Central Division:

Speaking of Lillard, ESPN’s Brian Windhorst says that despite the acquisition of the longtime All-Star guard, there’s no guarantee that Giannis Antetokounmpo will commit to the Bucks long-term (video link). Antetokounmpo has yet to sign an extension this offseason and has financial incentive to wait but he may want out if Milwaukee doesn’t win another championship this season. “Maybe they’re 10 percent better in terms of this title chase, maybe five percent. The real question is, ‘What does it mean for Giannis?,'” Windhorst said. “Giannis made it clear he was not going to sign an extension with this team. He wanted to see them go all-in. They have gone all-in. But if he still doesn’t sign an extension, they’re still on the one-year window.”
Even though general manager Chad Buchanan has downplayed reports that the Pacers are looking to trade Buddy Hield, giving second-year guard Bennedict Mathurin a starting job ahead of Hield could cause chemistry issues, Gregg Doyel of the Indianapolis Star opines. Hield is in the final year of his contract and extension talks have stalled, Buchanan admitted this week, though they could be rekindled.
The Pacers have multiple options at center behind Myles Turner. Buchanan indicated that Daniel Theis, Isaiah Jackson and Jalen Smith will battle in training camp for the backup role, according to Dustin Dopirak of the Indianapolis Star. Buchanan added he won’t look to trade any of those players until there’s more clarity regarding the rotation.

Heat Notes: Lillard, Roster, Herro, Hampton

September 28th, 2023 at 10:59am CST by Arthur Hill

The Heat suffered a major loss when news of the Damian Lillard trade broke on Wednesday, failing to acquire a future Hall of Famer who specifically wanted to be dealt to them, writes Greg Cote of The Miami Herald. Nearly three months after Lillard told the Trail Blazers that he only wanted to go to Miami, he wound up in Milwaukee, where he and Giannis Antetokounmpo may be the greatest obstacle to the Heat’s chances to repeat as Eastern Conference champions.

Miami missed out on Lillard because team president Pat Riley wasn’t willing to increase his offer to Portland and couldn’t find a third team to help facilitate a deal, Cote adds. Riley was counting on Lillard’s preference for Miami and a lackluster trade market to eventually work in his favor.

Cote contends that acquiring Lillard is the type of win-now move the Heat need to make because their championship window is limited with 34-year-old Jimmy Butler as their best player. Adding Lillard would have provided a shot of energy the team needs as it approaches a long season, Cote adds. Instead Miami will open camp wondering how he got away.

There’s more from Miami:

With Lillard off the table, the Heat’s options to improve their roster are now limited, observes Ben Rohrbach of Yahoo Sports. Age is an issue as Kyle Lowry and Kevin Love are older than Butler, Rohrbach notes, and so are financial concerns as Butler, Bam Adebayo, Tyler Herro and Duncan Robinson are owed about $130MM for the 2025/26 season, which represents 90% of the projected salary cap. Rohrbach adds that the summer-long pursuit of Lillard showed Herro’s limited trade value around the league.
Butler’s Instagram post on Wednesday accusing the Bucks of tampering in the Lillard deal received an endorsement from Herro, who tweeted, “What he said.”
RJ Hampton, who is joining the Heat on a two-way contract, is grateful to be in Miami after spending time with three teams in his first three NBA seasons. “A PRIVILEGE to be apart of this organization, let’s go,” Hampton wrote on Twitter. The Heat opened a spot for Hampton with a series of moves on Wednesday.

Raptors Notes: Lillard, Siakam, Anunoby, Barnes, Holiday

September 28th, 2023 at 10:12am CST by Arthur Hill

The Raptors were willing to part with a slew of draft assets to acquire Damian Lillard, according to Michael Grange of Sportsnet.ca, but a Western Conference source tells him they were hoping to reach a deal with the Trail Blazers that didn’t include Pascal Siakam, OG Anunoby or Scottie Barnes.

Grange hears that Toronto’s offer included up to three future first-round picks, two pick swaps and rookie forward Gradey Dick. Team officials believed they could become title contenders by adding Lillard to their existing talent, but not by having him replace one of their key components.

The fact that the Raptors were involved in discussions for Lillard shows that the front office isn’t content with the team in its current form, observes Eric Koreen of The Athletic. Big decisions are coming up soon that will affect the organization’s future, and team officials will have to determine whether they’re planning to contend or rebuild.

Siakam and Gary Trent Jr. both have expiring contracts and are currently eligible for extensions. Another potential free agent next summer is Anunoby, who has a $19.9MM player option for 2024/25 that he’s expected to decline. Koreen notes that means the window is closing on a potential win-now move if the Raptors don’t do something by February’s trade deadline.

There’s more from Toronto:

The Raptors aren’t likely to pursue Jrue Holiday, who is reportedly back on the market after being sent to Portland in the Lillard deal, Grange states in the same piece. Toronto wanted Lillard to provide more spacing for Barnes and Siakam, and Holiday isn’t on the same level as an outside shooter.
The Raptors haven’t held any extension talks with Siakam, Grange adds. Siakam will become eligible for a super-max deal if he remains in Toronto and makes an All-NBA team in 2024.
In a separate story, Koreen looks at questions for every player on the Raptors’ roster, including the need for a new lead guard after the loss of Fred VanVleet in free agency. He notes that Dennis Schröder normally excels at getting into the paint, but he may find that more difficult as Toronto doesn’t have enough outside shooting to provide driving lanes.
Toronto pulled off a G League trade this week, with the Raptors 905 acquiring the rights to Denzel Valentine from the Maine Celtics in exchange for Kylor Kelley, tweets Blake Murphy of SportsNet.

Inside The Damian Lillard Trade

September 28th, 2023 at 9:20am CST by Arthur Hill

Damian Lillard had become more involved with the Trail Blazers over the past two weeks and was preparing to attend training camp with the team if he didn’t get the trade he requested, according to Shams Charania and Sam Amick of The Athletic.

After nearly three months of waiting, that deal came together on Wednesday, sending Lillard to the Bucks in a three-way trade that also involved the Suns. Lillard hadn’t been reconciling with Portland, the authors add, but he was working out at the team facility and interacting with coaches and teammates to show that he was willing to remain patient as the Blazers’ front office tried to find a trade.

Lillard’s agent, Aaron Goodwin, informed general manager Joe Cronin early in September that Lillard was open to participating in camp if a deal didn’t happen before then, sources tell Charania and Amick, and Lillard told team officials that he would be “fully present” for the start of the season while trade talks continued.

However, the authors’ sources say Cronin didn’t want the distraction of having Lillard on the roster when camp began and preferred to get a deal out of the way before Monday’s media day. He viewed the Lillard situation as “a cloud over the organization” and wanted the team to be able to focus on the season ahead without having to worry about Lillard’s future.

Charania and Amick provide more inside information about Wednesday’s blockbuster:

When Lillard made his trade request on July 1, he told team officials he only wanted to go to Miami and was expecting to be rewarded for his years of loyalty to the organization. Charania and Amick confirm the Blazers and Heat talked several times in July, but the negotiations never became “substantive,” according to the authors’ sources. Portland asked for Jimmy Butler or Bam Adebayo in its first call, and Miami eventually decided that Cronin wasn’t serious about working out a deal with them.
Sources tell Charania and Amick that in July and August, the Heat were willing to part with three first-round picks, multiple second-rounders and pick swaps, along with Nikola Jovic in a proposal that would have sent Tyler Herro to a third team. However, the Blazers weren’t interested and the relationship between Portland and Miami started to become contentious. It’s worth noting that Miami didn’t technically have three tradable first-round picks available due to an obligation to the Thunder and the Stepien rule.
Cronin began serious trade discussions around the league on September 18 and found interest from the Bucks, Celtics, Pelicans, Raptors, Timberwolves and Bulls. All those teams wanted to acquire Lillard, but they were concerned about Portland’s asking price and whether they would have enough talent left on their roster after a deal to compete for a title.
Tensions reached a point where Cronin stopped responding to Goodwin in mid-September, sources tell Charania and Amick, and Goodwin began to explore other options that might appeal to Lillard. He was willing to consider the Bucks and Nets, and Goodwin communicated his interest to both those teams. The Raptors also had serious interest, but Lillard’s reluctance to play there was an obstacle until the end, the authors note.
The authors’ sources say the Suns started discussing the framework of a Deandre Ayton–Jusuf Nurkic trade in mid-July, but the Blazers wanted to make sure they could avoid the luxury tax when Lillard was eventually dealt. Phoenix would likely have been part of any deal with the Bucks, Nets or Heat, Charania and Amick add.

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