Red Sox sign Anthony 8 yrs/ $130M

[rockondlouie]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

I don't get trying to lump Walker and Winn together. Winn now leads the team in + bWAR for position players while Walker is at the opposite end of the scale with bWAR.

Who lumped?

I said, "I remember too many in CT clamoring to give both Walker & Winn $100+M deals".

[mattmitchl44]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

I don't get trying to lump Walker and Winn together. Winn now leads the team in + bWAR for position players while Walker is at the opposite end of the scale with bWAR.

Who lumped?

I said, "I remember too many in CT clamoring to give both Walker & Winn $100+M deals".

I don't remember anybody specifically saying "$100 million deals."

I do remember it being said that there should be a price point where it would have made sense from a risk- reward standpoint for the team to sign players like Winn, Walker, Gorman, Herrera, Donovan, etc. to relatively cheap long term deals.

I think you selectively translated that into "$100 million deals."

[rockondlouie]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

I don't get trying to lump Walker and Winn together. Winn now leads the team in + bWAR for position players while Walker is at the opposite end of the scale with bWAR.

Who lumped?

I said, "I remember too many in CT clamoring to give both Walker & Winn $100+M deals".

I don't remember anybody specifically saying "$100 million deals."

I do remember it being said that there should be a price point where it would have made sense from a risk- reward standpoint for the team to sign players like Winn, Walker, Gorman, Herrera, Donovan, etc. to relatively cheap long term deals.

I think you selectively translated that into "$100 million deals."

Not hardly pal.

There absolutely were posters throwing out LT extensions in the $100M range............not saying you matt but 100% there were some because I had some spirited disagreements w/them.

[AnExParrot]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

It's a roll of the dice .. For a team in a lower salary type market , it could be a great move for Milw. as by 2030 , the salary for this kid could be thru the roof and they have him locked in .
For Chourio, he is getting a lot of $$ upfront and guaranteed $82 M at the minimum.

This was the Chourio deal :

Jackson Chourio signed an eight-year, $82 million contract with the Milwaukee Brewers before playing a major league game. The contract includes two $25 million club options for the 2031 and 2032 seasons, with $2 million buyouts, potentially extending the deal to ten years and $142.5 million. This is the largest contract ever given to a player before their MLB debut.

So the Brewers could have him locked in for 10 years . THey could also buy out for $2M at that time too.

Chourio career:
.275 .320 .469 .789

No way I give any player that kind of money until they're in their third year and have proven themselves.

Even Albert didn't get his $100M extension until after his 3rd season, and all he did during those 3 yrs was:

114 HR
381 RBI
.334 .412 .613 1.025

Now that's the kind of guy you rush to extend for as long as you can afford, not JJ or Winn or Walker or Chourio.

Of course, JMO

If the team had presented him with an extension after his first season, they could have got an even better deal, right?

[Futuregm2]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

I don't get trying to lump Walker and Winn together. Winn now leads the team in + bWAR for position players while Walker is at the opposite end of the scale with bWAR.

Who lumped?

I said, "I remember too many in CT clamoring to give both Walker & Winn $100+M deals".

I think if you wait much longer the extension for Winn will definitely have to be in the $100+ million range. Heck it may already be there. The game changed with the Julio Rodriguez, Fernando Tatis Jr., Bobby Witt Jr. etc. deals. The “elite” young players are in the $200-300 million range. The “good” young players are in the $100+ million range.

2024-25 fWAR leaders
26. Merrill 7.2
27. Winn 7.1

Merrill signed a 9 year deal worth $135 million guaranteed.

He had a 3.6 fWAR last year. He’s already at 3.6 this year.

[rockondlouie]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

It's a roll of the dice .. For a team in a lower salary type market , it could be a great move for Milw. as by 2030 , the salary for this kid could be thru the roof and they have him locked in .
For Chourio, he is getting a lot of $$ upfront and guaranteed $82 M at the minimum.

This was the Chourio deal :

Jackson Chourio signed an eight-year, $82 million contract with the Milwaukee Brewers before playing a major league game. The contract includes two $25 million club options for the 2031 and 2032 seasons, with $2 million buyouts, potentially extending the deal to ten years and $142.5 million. This is the largest contract ever given to a player before their MLB debut.

So the Brewers could have him locked in for 10 years . THey could also buy out for $2M at that time too.

Chourio career:
.275 .320 .469 .789

No way I give any player that kind of money until they're in their third year and have proven themselves.

Even Albert didn't get his $100M extension until after his 3rd season, and all he did during those 3 yrs was:

114 HR
381 RBI
.334 .412 .613 1.025

Now that's the kind of guy you rush to extend for as long as you can afford, not JJ or Winn or Walker or Chourio.

Of course, JMO

If the team had presented him with an extension after his first season, they could have got an even better deal, right?

Or if he had got hurt then it could've blown up in their face, right?

Either way it's always a gamble.

[rockondlouie]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

I don't get trying to lump Walker and Winn together. Winn now leads the team in + bWAR for position players while Walker is at the opposite end of the scale with bWAR.

Who lumped?

I said, "I remember too many in CT clamoring to give both Walker & Winn $100+M deals".

I think if you wait much longer the extension for Winn will definitely have to be in the $100+ million range. Heck it may already be there. The game changed with the Julio Rodriguez, Fernando Tatis Jr., Bobby Witt Jr. etc. deals. The “elite” young players are in the $200-300 million range. The “good” young players are in the $100+ million range.

2024-25 fWAR leaders
26. Merrill 7.2
27. Winn 7.1

Merrill signed a 9 year deal worth $135 million guaranteed.

He had a 3.6 fWAR last year. He’s already at 3.6 this year.

Sometimes early extensions work, sometimes they doesn't:

-Ceddanne Rafaela (career: .253 .286 .412 .698): The Red Sox outfielder signed an eight-year, $50 million deal shortly after his rookie season

-Kristian Campbell (career: .223 .319 .345 .664): The Red Sox infielder signed an eight-year, $60 million deal with club options

-Brandon Pfaadt (career 5.04 ERA): The Diamondbacks pitcher signed a five-year, $45 million extension

-Ezequiel Tovar (career: .262 .293 .440 .734 and that's playing half his games at Coors!): The Rockies shortstop signed a seven-year, $63.5 million extension

-Brayan Bello (career: 4.09 ERA): The Red Sox pitcher signed a six-year, $55 million deal

-Mitch Keller (career: 4.48 ERA): The Pirates pitcher signed a five-year, $77 million extension

-Julio Rodríguez (three years following signing this deal: 269 .324 .447 .771): The Mariners outfielder signed a 13-year, $210 million extension, which could reach 18 years and $470 million with performance-based club options

[RunSup]

https://www.mlbtraderumors.com/2025/08/ ... nsion.html

Anthony receives a $5MM signing bonus. The salary breaks down as follows:

$2MM in 2026
$4MM in 2027
$8MM in 2028
$15MM in 2029
$19MM in 2030
$23MM in 2031
$25MM in 2032
$29MM in 2033
$34MM club option (no buyout) in 2034

Various incentives throughout. But you better be sure. They were sure about Devers too. In 2034, the Red Sox at least have an option for that final year.

Anyway, we'll hope to see this conversation around Wetherholt next year. That would mean he's on his way to a ROY type season.

They also should be considering extending Winn past his Arb years.

Yeah it's risky and the Cardinals don't do risk. Plus they extend the wrong players. Gotta get this right.

[dugoutrex]

Deal includes club option thru 2034

.283 avg in first 46 games
Entered 2925 as #2 MLB prospect

Wondering if Bloom would ever consider a long term deal for JJ Wetherholt and/or Masyn Winn

Brewers did for Jackson Chourio

remember that deal High Em gave Story ... I do!

[Futuregm2]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

I don't get trying to lump Walker and Winn together. Winn now leads the team in + bWAR for position players while Walker is at the opposite end of the scale with bWAR.

Who lumped?

I said, "I remember too many in CT clamoring to give both Walker & Winn $100+M deals".

I think if you wait much longer the extension for Winn will definitely have to be in the $100+ million range. Heck it may already be there. The game changed with the Julio Rodriguez, Fernando Tatis Jr., Bobby Witt Jr. etc. deals. The “elite” young players are in the $200-300 million range. The “good” young players are in the $100+ million range.

2024-25 fWAR leaders
26. Merrill 7.2
27. Winn 7.1

Merrill signed a 9 year deal worth $135 million guaranteed.

He had a 3.6 fWAR last year. He’s already at 3.6 this year.

Sometimes early extensions work, sometimes they doesn't:

-Ceddanne Rafaela (career: .253 .286 .412 .698): The Red Sox outfielder signed an eight-year, $50 million deal shortly after his rookie season

-Kristian Campbell (career: .223 .319 .345 .664): The Red Sox infielder signed an eight-year, $60 million deal with club options

-Brandon Pfaadt (career 5.04 ERA): The Diamondbacks pitcher signed a five-year, $45 million extension

-Ezequiel Tovar (career: .262 .293 .440 .734 and that's playing half his games at Coors!): The Rockies shortstop signed a seven-year, $63.5 million extension

-Brayan Bello (career: 4.09 ERA): The Red Sox pitcher signed a six-year, $55 million deal

-Mitch Keller (career: 4.48 ERA): The Pirates pitcher signed a five-year, $77 million extension

-Julio Rodríguez (three years following signing this deal: 269 .324 .447 .771): The Mariners outfielder signed a 13-year, $210 million extension, which could reach 18 years and $470 million with performance-based club options

Because of the way that deal was structured it will end up saving the Mariners a lot of money. Unless he gets severely hurt over the next couple years Rodriguez surely would have been getting at least $25-30 million a year from 2029-34 instead of the $18 million that he will be getting from 2030-34. In his 3 years since signing the deal Rodriguez has the 15th best fWAR in baseball.

There are obviously always risks that go into play for both sides.

[AnExParrot]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

It's a roll of the dice .. For a team in a lower salary type market , it could be a great move for Milw. as by 2030 , the salary for this kid could be thru the roof and they have him locked in .
For Chourio, he is getting a lot of $$ upfront and guaranteed $82 M at the minimum.

This was the Chourio deal :

Jackson Chourio signed an eight-year, $82 million contract with the Milwaukee Brewers before playing a major league game. The contract includes two $25 million club options for the 2031 and 2032 seasons, with $2 million buyouts, potentially extending the deal to ten years and $142.5 million. This is the largest contract ever given to a player before their MLB debut.

So the Brewers could have him locked in for 10 years . THey could also buy out for $2M at that time too.

Chourio career:
.275 .320 .469 .789

No way I give any player that kind of money until they're in their third year and have proven themselves.

Even Albert didn't get his $100M extension until after his 3rd season, and all he did during those 3 yrs was:

114 HR
381 RBI
.334 .412 .613 1.025

Now that's the kind of guy you rush to extend for as long as you can afford, not JJ or Winn or Walker or Chourio.

Of course, JMO

If the team had presented him with an extension after his first season, they could have got an even better deal, right?

Or if he had got hurt then it could've blown up in their face, right?

Either way it's always a gamble.

But at 7 years and 50-60 mil, a reasonable guess as to what an extension after one season would have been, if it blows up it's a lady finger blowing up, not an M-80. A contract like that going (buzz)-up isn't a significant financial hurdle for most teams.

[VegasVinny]

I recall nine years ago, a table of ESPN pundits remarking that the Cubs were in the infant stages of a dynasty with Baez, Rizzo, Bryant, et al. Sure, they broke the curse in 2016, but they weren't exactly the '27 Yankees for the next decade.

Many more pundits said similar remarks about the Atlanta Braves 3-4 years ago when they locked up Acuna, Albies, Riley, Harris II, etc to long-term deals. At the time, they appeared to be shrewd moves that would lay the foundation for a decade of dominance. Granted, injuries have played a part in many of these deals not turning out to be trophy contracts for their respective POBOs, but you have to have complete faith in your internal evaluators before handing out multiple contracts such as the above.

[rockondlouie]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

I don't get trying to lump Walker and Winn together. Winn now leads the team in + bWAR for position players while Walker is at the opposite end of the scale with bWAR.

Who lumped?

I said, "I remember too many in CT clamoring to give both Walker & Winn $100+M deals".

I think if you wait much longer the extension for Winn will definitely have to be in the $100+ million range. Heck it may already be there. The game changed with the Julio Rodriguez, Fernando Tatis Jr., Bobby Witt Jr. etc. deals. The “elite” young players are in the $200-300 million range. The “good” young players are in the $100+ million range.

2024-25 fWAR leaders
26. Merrill 7.2
27. Winn 7.1

Merrill signed a 9 year deal worth $135 million guaranteed.

He had a 3.6 fWAR last year. He’s already at 3.6 this year.

Sometimes early extensions work, sometimes they doesn't:

-Ceddanne Rafaela (career: .253 .286 .412 .698): The Red Sox outfielder signed an eight-year, $50 million deal shortly after his rookie season

-Kristian Campbell (career: .223 .319 .345 .664): The Red Sox infielder signed an eight-year, $60 million deal with club options

-Brandon Pfaadt (career 5.04 ERA): The Diamondbacks pitcher signed a five-year, $45 million extension

-Ezequiel Tovar (career: .262 .293 .440 .734 and that's playing half his games at Coors!): The Rockies shortstop signed a seven-year, $63.5 million extension

-Brayan Bello (career: 4.09 ERA): The Red Sox pitcher signed a six-year, $55 million deal

-Mitch Keller (career: 4.48 ERA): The Pirates pitcher signed a five-year, $77 million extension

-Julio Rodríguez (three years following signing this deal: 269 .324 .447 .771): The Mariners outfielder signed a 13-year, $210 million extension, which could reach 18 years and $470 million with performance-based club options

Because of the way that deal was structured it will end up saving the Mariners a lot of money. Unless he gets severely hurt over the next couple years Rodriguez surely would have been getting at least $25-30 million a year from 2029-34 instead of the $18 million that he will be getting from 2030-34. In his 3 years since signing the deal Rodriguez has the 15th best fWAR in baseball.

There are obviously always risks that go into play for both sides.

Agree

Risk both ways

[rockondlouie]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

It's a roll of the dice .. For a team in a lower salary type market , it could be a great move for Milw. as by 2030 , the salary for this kid could be thru the roof and they have him locked in .
For Chourio, he is getting a lot of $$ upfront and guaranteed $82 M at the minimum.

This was the Chourio deal :

Jackson Chourio signed an eight-year, $82 million contract with the Milwaukee Brewers before playing a major league game. The contract includes two $25 million club options for the 2031 and 2032 seasons, with $2 million buyouts, potentially extending the deal to ten years and $142.5 million. This is the largest contract ever given to a player before their MLB debut.

So the Brewers could have him locked in for 10 years . THey could also buy out for $2M at that time too.

Chourio career:
.275 .320 .469 .789

No way I give any player that kind of money until they're in their third year and have proven themselves.

Even Albert didn't get his $100M extension until after his 3rd season, and all he did during those 3 yrs was:

114 HR
381 RBI
.334 .412 .613 1.025

Now that's the kind of guy you rush to extend for as long as you can afford, not JJ or Winn or Walker or Chourio.

Of course, JMO

If the team had presented him with an extension after his first season, they could have got an even better deal, right?

Or if he had got hurt then it could've blown up in their face, right?

Either way it's always a gamble.

But at 7 years and 50-60 mil, a reasonable guess as to what an extension after one season would have been, if it blows up it's a lady finger blowing up, not an M-80. A contract like that going (buzz)-up isn't a significant financial hurdle for most teams.

I'd rather wait until a players third year and pay up a bit instead of paying up too early only to see the player flop.

[WaltsSuccessor]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

It's a roll of the dice .. For a team in a lower salary type market , it could be a great move for Milw. as by 2030 , the salary for this kid could be thru the roof and they have him locked in .
For Chourio, he is getting a lot of $$ upfront and guaranteed $82 M at the minimum.

This was the Chourio deal :

Jackson Chourio signed an eight-year, $82 million contract with the Milwaukee Brewers before playing a major league game. The contract includes two $25 million club options for the 2031 and 2032 seasons, with $2 million buyouts, potentially extending the deal to ten years and $142.5 million. This is the largest contract ever given to a player before their MLB debut.

So the Brewers could have him locked in for 10 years . THey could also buy out for $2M at that time too.

Chourio career:
.275 .320 .469 .789

No way I give any player that kind of money until they're in their third year and have proven themselves.

Even Albert didn't get his $100M extension until after his 3rd season, and all he did during those 3 yrs was:

114 HR
381 RBI
.334 .412 .613 1.025

Now that's the kind of guy you rush to extend for as long as you can afford, not JJ or Winn or Walker or Chourio.

Of course, JMO

Pujols was a completely different financial era for MLB. Extending that guy now probably puts you at or above Bobby Witt Jr.'s $288m/11 years after 3 years of service.

Like anytime, there has to be a workable middle ground for the team and player. Strongly dislike extending JJ before he's promoted like the Brewers did with Chourio. But depending on what Winn is looking for, there's probably a good number there. Dejong's extension adjusted for inflation would be a no brainer IMO. I bet Bloom explores that this offseason with Winn.

[mattmitchl44]

It's possible but I prefer waiting until at least sometime in his third season if he's the star we all hope he will be.

I remember too many in CT clamoring to give both Walker & Winn $100+M deals, glad that didn't happen.

It's a roll of the dice .. For a team in a lower salary type market , it could be a great move for Milw. as by 2030 , the salary for this kid could be thru the roof and they have him locked in .
For Chourio, he is getting a lot of $$ upfront and guaranteed $82 M at the minimum.

This was the Chourio deal :

Jackson Chourio signed an eight-year, $82 million contract with the Milwaukee Brewers before playing a major league game. The contract includes two $25 million club options for the 2031 and 2032 seasons, with $2 million buyouts, potentially extending the deal to ten years and $142.5 million. This is the largest contract ever given to a player before their MLB debut.

So the Brewers could have him locked in for 10 years . THey could also buy out for $2M at that time too.

Chourio career:
.275 .320 .469 .789

No way I give any player that kind of money until they're in their third year and have proven themselves.

Even Albert didn't get his $100M extension until after his 3rd season, and all he did during those 3 yrs was:

114 HR
381 RBI
.334 .412 .613 1.025

Now that's the kind of guy you rush to extend for as long as you can afford, not JJ or Winn or Walker or Chourio.

Of course, JMO

If the team had presented him with an extension after his first season, they could have got an even better deal, right?

Or if he had got hurt then it could've blown up in their face, right?

Either way it's always a gamble.

But at 7 years and 50-60 mil, a reasonable guess as to what an extension after one season would have been, if it blows up it's a lady finger blowing up, not an M-80. A contract like that going (buzz)-up isn't a significant financial hurdle for most teams.

I'd rather wait until a players third year and pay up a bit instead of paying up too early only to see the player flop.

If you wait until a player's third year you likely aren't paying up "a bit", you are paying up a lot. If the player is even interested in doing a deal at all at that point.