Simons to Chicago

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Simons to Chicago 

Post#1 » by Golabki » Sat Sep 6, 2025 2:48 pm

Chicago (I assume) wants to push for a playoff spot in the East. They could use some more real plus shooting and a scorer off the bench. Simons fits well in this role, backing up White and playing next to White in some bench units. They add a talented 3rd guard, who they could resign next year if it works out, without really giving anything up. This also could potentially pressure Giddey in the negotiations, because it gives them a more viable backup plan if he takes the QO. it doesn't work out they let him walk as an expiring.

Celtics want to move Simons to get out of the tax without giving up real assets or future flexibility.

Simons for Collins or Huerter (who ever the Bulls like least) and Philips (with the Celtics then moving Philips or one of there own young guys to a third team)

There are other ways to make this work with Smith/Carter/Terry, but the option above seems cleanest
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Re: Simons to Chicago 

Post#2 » by BlazersBroncos » Sat Sep 6, 2025 4:42 pm

I like this. Especially w/ Zach Collins as BOS really needs a big.

CHI can pour usage into Simons and try to flip him again - or move White for more value and roll w/ Simons as the small scoring guard.

I think CHI would want a bit more outgoing salary. Jevon Carter fits. Still saves BOS a few million.
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Re: Simons to Chicago 

Post#3 » by djFan71 » Sat Sep 6, 2025 5:43 pm

BlazersBroncos wrote:I like this. Especially w/ Zach Collins as BOS really needs a big.

CHI can pour usage into Simons and try to flip him again - or move White for more value and roll w/ Simons as the small scoring guard.

I think CHI would want a bit more outgoing salary. Jevon Carter fits. Still saves BOS a few million.

That makes it less attractive from BOS side. If anything, I’d add Tillman back to CHI into the min. Send $ to help grease it even. BOS saves $10M. Not fully under the tax, but a lot closer and a follow up move is a lot easier.
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Re: Simons to Chicago 

Post#4 » by jayjaysee » Sat Sep 6, 2025 7:29 pm

I do think the OP is right and the simple version is the best version.. Both teams should consider it and Boston can look to trim the rest of the money off Collins or Huerter close to the deadline.

but..

Jalen Smith to CLT (using their MLE)
Jevon Carter and Dalen Terry to Boston
Simons to Chicago

Then I think both CLT and Boston would throw a second or so to Chicago? Boston getting fully under the tax seems worth it.

Chicago loses Jalen, but they would still be set with Vuc/Collins for this season and need to look for their long term answer there anyways in the next year or so..
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Re: Simons to Chicago 

Post#5 » by Godaddycurse » Sat Sep 6, 2025 7:32 pm

jayjaysee wrote:I do think the OP is right and the simple version is the best version.. Both teams should consider it and Boston can look to trim the rest of the money off Collins or Huerter close to the deadline.

but..

Jalen Smith to CLT (using their MLE)
Jevon Carter and Dalen Terry to Boston
Simons to Chicago

Then I think both CLT and Boston would throw a second or so to Chicago? Boston getting fully under the tax seems worth it.

Chicago loses Jalen, but they would still be set with Vuc/Collins for this season and need to look for their long term answer there anyways in the next year or so..


CLT fans will complain about not having enough roster space to fit in Smith. I dont think Simons is needed in Chicago when they have White and Tre Jones already
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Re: Simons to Chicago 

Post#6 » by brackdan70 » Sat Sep 6, 2025 9:10 pm

One of the few Simons trades I’ve seen that seems to make sense.
Celtics would need to strongly consider this I think.
I see it for Chicago as well
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Re: Simons to Chicago 

Post#7 » by jayjaysee » Sat Sep 6, 2025 9:17 pm

Godaddycurse wrote:
jayjaysee wrote:I do think the OP is right and the simple version is the best version.. Both teams should consider it and Boston can look to trim the rest of the money off Collins or Huerter close to the deadline.

but..

Jalen Smith to CLT (using their MLE)
Jevon Carter and Dalen Terry to Boston
Simons to Chicago

Then I think both CLT and Boston would throw a second or so to Chicago? Boston getting fully under the tax seems worth it.

Chicago loses Jalen, but they would still be set with Vuc/Collins for this season and need to look for their long term answer there anyways in the next year or so..


CLT fans will complain about not having enough roster space to fit in Smith. I dont think Simons is needed in Chicago when they have White and Tre Jones already


Yeah, I would rather Ayo/Tre be the first two guards off the bench versus Simons if my starters are Giddey/White.. But if Giddey is on a QO, it might not be a bad idea to bring in another rotation guard with all of them being expiring..

As for CLT’s roster problem.. I have no idea what 3 guys they plan to buy out as they currently have 18 players.. But I think I’d gladly waive/buy out Connaughton, Plumlee, NSJ and Jeffries? Could just send NSJ to Boston?

Could also send Connaughton and NSJ to Boston and take back Jalen and Dalen Terry? Connaughton and Carter for Simons would still get Boston out of the tax completely (once they get back down to 14 roster spots)
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Re: Simons to Chicago 

Post#8 » by redslastlaugh » Sat Sep 6, 2025 10:56 pm

Golabki wrote:Simons for Collins or Huerter (who ever the Bulls like least) and Philips (with the Celtics then moving Philips or one of there own young guys to a third team)

There are other ways to make this work with Smith/Carter/Terry, but the option above seems cleanest

I don't see why Chicago wants to do this. Boston (i think) would gladly trade Simons for Zach or Huerter if there is not draft picks going out

I'm assuming Chicago gets their new deal with Giddey and then they've got Giddey, White and Dosunmu plus Tre ... not seeing it from Chicago's side, unless the Giddey extension situation is irreconcilable but that seems like it will definitely be resolved shortly and Giddey will be back ... so?

Bulls have a lot of pieces between Dalen, Jevon Carter, Ayo, Hueter and Zac Collins ... if they wanted Simons they could find a deal that works for BOS, but why does Chicago want Ant, I dont see it
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Re: Simons to Chicago 

Post#9 » by meekrab » Sun Sep 7, 2025 12:00 am

Don't see Chicago taking on a $28 million bench guard while not sending out any of the six bench guards they've already got.
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Re: Simons to Chicago 

Post#10 » by Chi town » Sun Sep 7, 2025 12:21 am

meekrab wrote:Don't see Chicago taking on a $28 million bench guard while not sending out any of the six bench guards they've already got.


Ayo Tre Giddey Huerter Coby Okoro…

Nah. Simons don’t fit.
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Re: Simons to Chicago 

Post#11 » by Godaddycurse » Sun Sep 7, 2025 12:23 am

meekrab wrote:Don't see Chicago taking on a $28 million bench guard while not sending out any of the six bench guards they've already got.


OP offers for them to send out Huerter
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Re: Simons to Chicago 

Post#12 » by ChettheJet » Sun Sep 7, 2025 2:21 pm

It's pretty much CHI accommodating BOS and creating thmselves a problem

They'd like to and have been looking how to move Vucevic, by trading Collins they have to keep and start him.
Getting another guard for a center is a bad move for a team with a guard glut now
Smith would be their choice as a backup C and he's cheap and signed
If they move Huerter to get Simons they get a more selfish scorer replacing a more team oriented move the ball within the offense SG who can play the SF if needed


OK so the Celtics don't want Vucevic but he and Carter for Simons would be a more acceptable deal for the Bulls if you want to consider their desires
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Re: Simons to Chicago 

Post#13 » by brackdan70 » Sun Sep 7, 2025 2:29 pm

ChettheJet wrote:It's pretty much CHI accommodating BOS and creating thmselves a problem

They'd like to and have been looking how to move Vucevic, by trading Collins they have to keep and start him.
Getting another guard for a center is a bad move for a team with a guard glut now
Smith would be their choice as a backup C and he's cheap and signed
If they move Huerter to get Simons they get a more selfish scorer replacing a more team oriented move the ball within the offense SG who can play the SF if needed


OK so the Celtics don't want Vucevic but he and Carter for Simons would be a more acceptable deal for the Bulls if you want to consider their desires

Celtics are taking on more money in that scenario, so a non starter. They would be hardcapped at the first apron. I think the only way they trade Simon’s is if they can get under the tax or at least shed significant Salary doing so. They would probably attach a 2nd if needed and that’s the value.
I can understand if the Bulls don’t want Simons though.
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Re: Simons to Chicago 

Post#14 » by Golabki » Sun Sep 7, 2025 5:05 pm

ChettheJet wrote:It's pretty much CHI accommodating BOS and creating thmselves a problem

They'd like to and have been looking how to move Vucevic, by trading Collins they have to keep and start him.
Getting another guard for a center is a bad move for a team with a guard glut now
Smith would be their choice as a backup C and he's cheap and signed
If they move Huerter to get Simons they get a more selfish scorer replacing a more team oriented move the ball within the offense SG who can play the SF if needed


OK so the Celtics don't want Vucevic but he and Carter for Simons would be a more acceptable deal for the Bulls if you want to consider their desires

Collins was pretty unplayable in SAS. I'm not sure having him gives you a lot of flexibility at center. I also seriously doubt Vuc will get traded unless they go full tank and take back a bad contract... which I don't expect.

If you think Huerter is better than Simons, I understand not wanting to do it. I disagree with that assessment. I'm not sure it's fair to call Simons selfish. He's more of an on ball player, but he played well in a supporting role with Dame and the big problem the last couple year wasn't that he was selfish, it's that he was just way better than Scoot and Sharpe. And frankly I think this Bulls team really needs a guy who can get his own shot.
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Re: Simons to Chicago 

Post#15 » by Golabki » Sun Sep 7, 2025 6:41 pm

Chi town wrote:
meekrab wrote:Don't see Chicago taking on a $28 million bench guard while not sending out any of the six bench guards they've already got.


Ayo Tre Giddey Huerter Coby Okoro…

Nah. Simons don’t fit.
jayjaysee wrote:
Godaddycurse wrote:
jayjaysee wrote:I do think the OP is right and the simple version is the best version.. Both teams should consider it and Boston can look to trim the rest of the money off Collins or Huerter close to the deadline.

but..

Jalen Smith to CLT (using their MLE)
Jevon Carter and Dalen Terry to Boston
Simons to Chicago

Then I think both CLT and Boston would throw a second or so to Chicago? Boston getting fully under the tax seems worth it.

Chicago loses Jalen, but they would still be set with Vuc/Collins for this season and need to look for their long term answer there anyways in the next year or so..


CLT fans will complain about not having enough roster space to fit in Smith. I dont think Simons is needed in Chicago when they have White and Tre Jones already


Yeah, I would rather Ayo/Tre be the first two guards off the bench versus Simons if my starters are Giddey/White.. But if Giddey is on a QO, it might not be a bad idea to bring in another rotation guard with all of them being expiring..

As for CLT’s roster problem.. I have no idea what 3 guys they plan to buy out as they currently have 18 players.. But I think I’d gladly waive/buy out Connaughton, Plumlee, NSJ and Jeffries? Could just send NSJ to Boston?

Could also send Connaughton and NSJ to Boston and take back Jalen and Dalen Terry? Connaughton and Carter for Simons would still get Boston out of the tax completely (once they get back down to 14 roster spots)
I'm a bit surprised about the apparent optimism around the Chicago guards.

My thought is the Bulls rotation with this deal...
Giddy/White/Ayo/Matas/Vuc with Simons as 6th man and Tre, Okoro, Williams and Smith in supporting bench roles. I think Simons is a significant upgrade on Huerter and gives them some much needed juice as a scorer.

A bunch of people mentioned Tre, and he's a solid player. But his lack of shooting means I really don't think he can play next to Giddey.
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Re: Simons to Chicago 

Post#16 » by jbk1234 » Mon Sep 8, 2025 5:00 pm

Golabki wrote:
Chi town wrote:
meekrab wrote:Don't see Chicago taking on a $28 million bench guard while not sending out any of the six bench guards they've already got.


Ayo Tre Giddey Huerter Coby Okoro…

Nah. Simons don’t fit.
jayjaysee wrote:
Godaddycurse wrote:
CLT fans will complain about not having enough roster space to fit in Smith. I dont think Simons is needed in Chicago when they have White and Tre Jones already


Yeah, I would rather Ayo/Tre be the first two guards off the bench versus Simons if my starters are Giddey/White.. But if Giddey is on a QO, it might not be a bad idea to bring in another rotation guard with all of them being expiring..

As for CLT’s roster problem.. I have no idea what 3 guys they plan to buy out as they currently have 18 players.. But I think I’d gladly waive/buy out Connaughton, Plumlee, NSJ and Jeffries? Could just send NSJ to Boston?

Could also send Connaughton and NSJ to Boston and take back Jalen and Dalen Terry? Connaughton and Carter for Simons would still get Boston out of the tax completely (once they get back down to 14 roster spots)
I'm a bit surprised about the apparent optimism around the Chicago guards.

My thought is the Bulls rotation with this deal...
Giddy/White/Ayo/Matas/Vuc with Simons as 6th man and Tre, Okoro, Williams and Smith in supporting bench roles. I think Simons is a significant upgrade on Huerter and gives them some much needed juice as a scorer.

A bunch of people mentioned Tre, and he's a solid player. But his lack of shooting means I really don't think he can play next to Giddey.


Simons inability to defend means he also can't play next to Giddey. If Vuc is still on the roster, you start Okoro or Ayo next to Giddey and bring White off the bench.

I just don't see Simons as good enough at anything other than shooting for him to be coveted enough that teams are going be willing to eat excess salary before the season starts. Now, if a team proves desperate for shooting, and a couple likely will, the Celtics probably start getting calls.
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Re: Simons to Chicago 

Post#17 » by Golabki » Mon Sep 8, 2025 6:39 pm

jbk1234 wrote:
Golabki wrote:
Chi town wrote:
Ayo Tre Giddey Huerter Coby Okoro…

Nah. Simons don’t fit.
jayjaysee wrote:
Yeah, I would rather Ayo/Tre be the first two guards off the bench versus Simons if my starters are Giddey/White.. But if Giddey is on a QO, it might not be a bad idea to bring in another rotation guard with all of them being expiring..

As for CLT’s roster problem.. I have no idea what 3 guys they plan to buy out as they currently have 18 players.. But I think I’d gladly waive/buy out Connaughton, Plumlee, NSJ and Jeffries? Could just send NSJ to Boston?

Could also send Connaughton and NSJ to Boston and take back Jalen and Dalen Terry? Connaughton and Carter for Simons would still get Boston out of the tax completely (once they get back down to 14 roster spots)
I'm a bit surprised about the apparent optimism around the Chicago guards.

My thought is the Bulls rotation with this deal...
Giddy/White/Ayo/Matas/Vuc with Simons as 6th man and Tre, Okoro, Williams and Smith in supporting bench roles. I think Simons is a significant upgrade on Huerter and gives them some much needed juice as a scorer.

A bunch of people mentioned Tre, and he's a solid player. But his lack of shooting means I really don't think he can play next to Giddey.


Simons inability to defend means he also can't play next to Giddey. If Vuc is still on the roster, you start Okoro or Ayo next to Giddey and bring White off the bench.

I just don't see Simons as good enough at anything other than shooting for him to be coveted enough that teams are going be willing to eat excess salary before the season starts. Now, if a team proves desperate for shooting, and a couple likely will, the Celtics probably start getting calls.

White is not coming off the bench. He's started almost every game for the past 2 years and might be the best player on their roster. If the Bulls think so little of him that they'd bench him for freaking Issac Okoro then they should trade him now.

Defensively Simons is obviously not good, but I don't think he and Giddey are game breakingly bad on D. I think they could play together for 10-15 MPG while White is out. The Bulls biggest problem on defense is center.

I wouldn't say I think Simons should be (or is) "coveted" by anyone. The proposal is for a mediocre EC team to give up pretty much zero value to get him as a bench guard. The question is, is he better than Jones/Hueter/Okoro? I think he is. I think he was the 2nd or 3rd best player on Portland last year... and Portland was about as good as this Bulls team. But sounds like you disagree.
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Re: Simons to Chicago 

Post#18 » by tacos » Mon Sep 8, 2025 7:33 pm

Giddey Simons White Buzelis Vucevic lineup could make some fun HIGH scoring games on both sides
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Re: Simons to Chicago 

Post#19 » by Dez » Mon Sep 8, 2025 11:55 pm

Don't need Simons and don't want Simons.
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Re: Simons to Chicago 

Post#20 » by redslastlaugh » Tue Sep 9, 2025 12:11 am

Jevon Carter
Dalen Terry
Ayo Dosunmu

for Ant Simons ... that's a pretty tempting consolidation trade though ... am i rite??

Dez wrote:Don't need Simons and don't want Simons.

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