Worst Contracts In Pro Sports History

[Scoe]

Have to be honest, I thought this was a good move at the time... Everyone knew Hicks had lots of physical talent and he was coming off back-to-back 800+ OPS seasons while hitting his prime. The deal was long, for sure, but cheap in the big scheme of things. It's one of those deals that could have been viewed as a great, great deal if Hicks had performed.

7 years though? I would've given him 2 years. Not to mention Cashman chose Hicks over Bryce Harper. Then you get Josh Donaldson who made more per year than Harper and that contract put them over the luxury tax.

 

[Waquoit]

WATSON by far cause the dude looks horrible especially for 230 M’s guaranteed, I also think of how Andrew Bynum fleeced my sixers in terms of bad contracts

I caught some of Watson's throws real time. My first thought was "if that was a UConn QB, the chat room would be going nuts." Perhaps a break is in order.

 

[TroyHall98]

Carl Crawford /thread

Adrian Gonzalez’s deal with the Red Sox was not as bad as Cahl Crawford but pretty close.

 

[NJHusky]

Have to be honest, I thought this was a good move at the time... Everyone knew Hicks had lots of physical talent and he was coming off back-to-back 800+ OPS seasons while hitting his prime. The deal was long, for sure, but cheap in the big scheme of things. It's one of those deals that could have been viewed as a great, great deal if Hicks had performed.

I hated Hicks...he was Cashman's pet...don't know why he was so enamored with him

 

[NJHusky]

While I generally think the posters of the Boneyard often speak out of their butts when it comes to sports, myself included, this thread made me realize that any of us could be as successful, if not more successful, than pretty much any professional GM. And that’s pretty wild.

Prob the best Giants GM since Ernie Accorsi

 

[boog204]

I hated Hicks...he was Cashman's pet...don't know why he was so enamored with him

Late 20s, switch hitting CF with power and speed who draws a lot of walks and was at one point a solid defender. Those guys are normally worth 20mill a year. Cash was able to do it for 10. Like I said, I totally "get" why the deal was done (length was too long from the start, though.) It absolutely backfired.

 

[AdamaNation]

They paid him $100m/year for a two-year deal. He tore his ACL in his second game and has been out nearly a year at this point. By the time he gets back healthy — assuming it is only two more months — his deal will almost be over, and those two games will be all he’s played.

Nobody does it like Neymar. Even Trout’s got to be in awe of this.

And then he can come play here on one of the ny teams and continue to keep mls as the best retirement league in the planet. This is how we build our usmnt over the long haul. Be an attractive last hurrah, and for strikers MLS is the best. Too bad usmnt can manufacture a 9 or 10. But we can dream.

 

[AdamaNation]

Yeah but the Yankees paid Kevin Brown over $15 million per year for his two brilliant seasons pitching for them so it balances out.

That whole lineup was jinxed. Wasn’t Gianni part of that? Sheff balled out though

 

[AdamaNation]

Aaron Hicks is still paid through next year and 2026, great contract Cashman.

Daniel Jones. End of convo.

 

[Hunt for 7]

This

As a Yankee fan I was not thrilled to get a player that was part of the team that ended one of the greatest stories of all time the “Curse of the Bambino” . And from being down 0-3 in a 7 game series.

The way it worked out even if it was not planned Damon was a double agent made us worse and reminded us of the worst moment in our history with every extended DL trip.

Can’t believe they invited him back to old timers day. It was an insult to all true Yankee fans. IMO.

 

[uconngb]

As a Yankee fan I was not thrilled to get a player that was part of the team that ended one of the greatest stories of all time the “Curse of the Bambino” . And from being down 0-3 in a 7 game series.

The way it worked out even if it was not planned Damon was a double agent made us worse and reminded us of the worst moment in our history with every extended DL trip.

Can’t believe they invited him back to old timers day. It was an insult to all true Yankee fans. IMO.

As a Sox fan, those are the sweetest words.....

 

[superjohn]

As a Yankee fan I was not thrilled to get a player that was part of the team that ended one of the greatest stories of all time the “Curse of the Bambino” . And from being down 0-3 in a 7 game series.

The way it worked out even if it was not planned Damon was a double agent made us worse and reminded us of the worst moment in our history with every extended DL trip.

Can’t believe they invited him back to old timers day. It was an insult to all true Yankee fans. IMO.

You seem to be talking about Johnny Damon here.

Ellsbury was a bust for the Yankees and a terrible contract. Damon was very good as a Yankee, a very good contract for the Yankees, considers himself a Yankee, considers Boston an ex-girlfriend, and he was a huge part of the Yankees winning their last World Series.

 

[Hunt for 7]

You seem to be talking about Johnny Damon here.

Ellsbury was a bust for the Yankees and a terrible contract. Damon was very good as a Yankee, a very good contract for the Yankees, considers himself a Yankee, considers Boston an ex-girlfriend, and he was a huge part of the Yankees winning their last World Series.

Oops yes I was talking about Ellsbury. Got em mixed up.

 

[Edward Sargent]

FOX paying Brady $375M for 10 years as a commentator has to be up there...and I say that as a Pats fan. Just a remarkable waste of money. The NFL is a ratings monster no matter who is commentating in the booth. Adding Brady does absolutely nothing. They'd get a better ROI by giving that money to Taylor Swift to be in the booth every week lmao

Hell they'd be better paying Taylor Swift to be in the stands watching the game (I mean owners box)

 

[MTBingNinja]

Aaron Hicks 7 year extension, Bryce Harper wanted to be a Yankee btw and was willing to negotiate and take less per year, but Cashman said the Yankees had too many outfielders, he refused to even have talks with Harper.

WTF. Could’ve put Harper at first base.

 

[boog204]

WTF. Could’ve put Harper at first base.

I always thought the non-pursual of Harper was more about Stanton than Hicks. We traded for Stanton in 18, Harper was a FA in 19. I like Stanton, the guy, but even back then I thought it was a totally unnecessary move to get him. The MVP year was an outlier to what he has always been. And man Harper would've been an absolute stud and ridiculous compliment to Judge.

 

[TheHorde]

So anyway, Deshaun Watson…Bump

 

[DRBackup]

Watching the Browns vs Cowboys, it got me thinking about the worst contracts teams have given out. It’s relatively early, but might DeShaun Watson’s be? Bobby Bonilla and Pablo Sandoval might be contenders. What other ones come to mind?

Frankly, you're talking about the wrong QB from that game. $60M for 4 years of dinky Dak is front office malpractice

 

[TheHorde]

Frankly, you're talking about the wrong QB from that game. $60M for 4 years of dinky Dak is front office malpractice

Dan’s contract is bad but you’re seriously trying to say it’s worse than Watson’s???? LO freaking L

 

[444JR]

Timofey Mozgov and Loul Deng to the Lakers in the same offseason. Loul Deng's contract was especially horrid and sat on the books for six years after leaving the franchise.