The Derek Jeter contract conundrum


At some point soon — hopefully today because I’ll be there — Derek Jeter will become the Yanks’ all-time leader on the hit list. In a few weeks, we’ll hear rumblings of a potential MVP award. In a few years, he’ll reach that 3000-hit plateau and possibly even that 3500-hit mark. Along the way, he’ll hit his 250th home run and score his 2000th run.

There is, of course, one monumental event that is going to arrive before a few of those milestones: Derek Jeter’s ten-year contract will expire. Make no mistake about it; this is a big deal.

Over the last few weeks, Joe and I have spent some time exploring Jeter’s contract status. While Jeter hasn’t been saying much about his new deal, I speculated that the Yanks might break with tradition and sign Derek to an extension this year. Such a move would cut off the media circus surrounding Derek the Free Agent before it could begin. Late on Friday, though, Joe noted that multiple reports indicate the Yankees will wait until after 2010 to re-up with Jeter.

Today, Bob Klapisch introduces a few new elements to the mix as he asks one very big question: While the Yankees, in the words of Jayson Stark, will probably “take care of” Jeter, what will happen when and if Derek asks for a four-year, $100-million extension? In a piece high on superlatives, Klapisch writes that Jeter has “a larger footprint than anyone in the organization.” Since 1995, Derek Jeter has been a Yankee, and since shortly thereafter, the two — Yankee baseball and Derek Jeter — have been synonymous. Jeter, says Klapisch, knows this and knows what it can mean for him:

Jeter has made it clear he’d like to finish his career in pinstripes. The Yankees certainly want him back when his current deal expires after 2010. Everyone agrees on that much. But after earning $41 million in 2009-10, Jeter will be in no mood for a pay cut, not after seeing A-Rod awarded a 10-year, $275 million deal after the 2007 season.

How much will Jeter be worth at age 37 is a question the Yankee hierarchy doesn’t dare discuss publicly. No team in the last 50 years has won a championship with a shortstop that old, although that won’t deter either side from finding middle ground. That is, unless Jeter wants to stay at the position into his 40s and is thinking of earning $25 million a year.

The Yankees are bracing for the possibility that Jeter could indeed ask for, say, $100 million over four years, knowing the captain would have enormous leverage in the talks. That’s why management won’t even begin to discuss a new contract this winter; in the wake of an MVP-caliber season, the cost would be prohibitive.

Instead, the Yankees will run the table on Jeter’s existing deal and hope common sense prevails in 2011. One industry analyst says, “let’s see if (Jeter) realizes the market has come down” since A-Rod’s record-setting contract.

Giving Jeter a contract extension after his 2009 campaign would be, simply put, a bad business decision. The Yankees would be paying Jeter going forward for what he has accomplished this year, and while Jeter appears ageless now, he is more likely to decline over the next five years than he is to duplicate this season’s numbers. So the Yankees will wait.

Derek, too, will wait. He’ll wait for the money that he thinks should be his. He’ll wait for the offer that should head his way. In the end, Derek Jeter will resign with the Yankees. He can’t really go play anywhere else, and the Yankees can’t afford to see him leave. How much it will cost though to keep him is anyone’s guess. I fear that $100 million contract, but it won’t be too much less than that.

  • yankeegirl49

    I will be there tonight too, and just in case, I also picked up tix for tomorrow. If he doesn’t do it by then I will be watching on TV because I will be away for the weekend and cannot make any of the games.

    BTW..I am also volunteering at the Posada foundation dinner on Thurs night. It’s going to be quite difficult acting “professional” and not like the cray fan that I am.

    • yankeegirl49

      *crazy…but you knew that LOL

  • Doug

    I know I’ll probably be ripped to shreds on here (and the 1st poster to boot), but if Jeter asks or demands 4/100, I’d let him walk, especially if he insists on playing short.

    • Sam P.

      That’ll be a really tough decision. I’d hope it’s made out of the public view as it wouldn’t seem right to have negativity between both sides aired in public.

      • Doug

        I agree. But out of the public view, in New York? ;-)

      • A.D.

        If Jeter isn’t a Yankee in 2011 & is playing baseball, there’s going to be negativity, and its going to be aired in public.

        • Mike Pop

          But this would be Jeter’s fault IMO.

          The Yankees are going to take care of him, if he is somewhere else it’s because he chose to be.

          • Chris

            You could say the same thing about the Torre/Yankee split, and there was (still is) a lot of negativity about that.

            • Mike Pop

              True. But the Yankees are doing A-OK without Torre.

              • Mike D

                Yeah, but for all the success he was a part of, he was kicked out the door by Hank and Hal very disrespectfully I think. I still feel the negativity from that. Also, because of that and the dirty laundry Torre aired in his book, he will never be honored by the Yanks for all those years of success.

  • Colin

    If Jeter’s such a team player and such a good captain, I dont understand why he would hold the Yankees for ransom. You hear all the time about other veterans (Chipper Jones) doing what they can to help the team. I’d like to think Jeter would be okay with making ONLY 15 million a year for the end of his career.

    • Doug

      except that his “good buddy” arod is making $20M+ thru age 42.

    • ARX

      Agreed. Unless he’s the 2010 MVP or runner-up (in which case he’d really have them over a barrel) would 4 years at $14-18 per really be such a grievous insult? No way in hell he gets anywhere near that anywhere else so its not like he’d bolt over a ‘pay cut’ just to make less elsewhere.

      • Steve

        Finally, someone with reasoning ability. Everybody reads the article that has this guy guessing what will happen and predicting the future like he is Nostradamus.

        How does anyone know how Yankee management will react and what Jeter will do? Far as I see Derek to the yankees is like the Yankees to New York. Imagine the Yankee moving to Connecticut…New Yorkers would have a fit.
        I know that these days, sports is all about the business. But occasionally there are some folks that does not only see the money. (Cal Ripken comes to mind)

    • A.D.

      Issue is that the Braves have limited pockets, Chipper knows this. While the Yanks have some cap to their spending, 5M a year won’t necessarily handicap them, like it could the Braves.

      Additionally Chipper is the highest paid Braves position player, and the 2nd highest paid, only to D-Lowe. Where as Jeter would be paid less than Tex, CC, A-Rod, and Burnett, under a 15M scenario.

      • Doug

        your last sentence is the problem, especially that 3rd guy on your list.

      • Ed

        You brought up an interesting point there. I’d be shocked to see Jeter sign for less than Burnett.

        CC and Tex are both among the best at their positions and entering their primes. Tex is probably the 2nd best first basemen in the game, and you’d probably get little argument putting CC at least in the top 5.

        Earlier in his career A-Rod was clearly the best player in the game, and at least still enters the conversation now. He’ll go down as one of the greatest ever.

        It’s easy to make a case why those guys should get paid more than Jeter.

        But Burnett? He’s got great stuff, but he’s never been able to put it all together consistently. He’s not going to enter a conversation about best pitcher in the game, or in the league. There’s probably half a dozen pitchers in his own division better than him. He’s clearly a second tier pitcher. Jeter is still a first tier shortstop.

        I think any suggestion of Jeter making less than Burnett gets taken only slightly better than when Cashman offered Mussina less than Pavano.

        • A.D.

          Yeah, it’s not that Jeter shouldn’t make less than at least some of those guys. But its an issue when looking for him to take a “hometown discount”.

          The Braves can go to Chipper and say, sure you could get more in the open market, but you’re going to be the highest paid Brave position player.

          For Jeter it’s you could get more elsewhere, but we want to push down your salary cause we’re already paying all these other guys a ton of money.

    • Ed

      Chipper was on a team with a huge budget crunch. In his case, the options were get paid what you’re worth and loose your best teammates, or take a cut and have a chance to win.

      The Yankees can afford to pay Jeter a huge sum of money. Jeter also directly is responsible for a significant percentage of the Yankees revenue, so overpaying to keep him isn’t going to put a massive dent in the finances, whereas losing him and his massive contract could quite possibly cost the team money.

      Oh, and other than Chipper’s case, it’s really, really rare for players to do anything to help their team. You’ll see them take an extension below market rate to stay where they are, but that’s almost always the player taking a little less to get the guaranteed money earlier. It’s things like 3/$36 now, or 3/$40 6 months from now assuming no injuries in between. They took the “team friendly” deal because there was less risk involved, then spin it as helping the team to make themselves look good.

  • Rob in CT

    Hopefully this works out better than the last time the Yankees waited until the last minute to work out a deal with Jeter (they broke off negotiations in 1998, and waited out 1999. Of course, Jeter had the best year – far and away – of his career and got a monster contract out of it). It’s likely that his 2010 will be less productive than his 2009, so it makes sense.

    • Bo

      Why would you want it to work out better for the Yankees? Wouldnt better for them be Jeter is playing at a high level and gets paid accordingly? Why are u looking to save them money?

      • Mike Pop

        Why are u looking to save them money?

        As fans, we would love for the Yankees to be effective and efficient with their FA signings. We’ve seen some bad contracts from them in the past(Alex, Brown, Wright, RJ, Giambi to an extent, and maybe even Matsui even though we all love Godzilla.)

        Of course the Yanks can use their financial advantage to ‘bully’ other teams, like we saw this offseason but if they can do just as well without spending just as much money. It looks better.

      • Mike HC

        I actually agree with Bo here. Why is everyone trying to save the Yanks money? The Yanks make boatloads of money and I would rather Jeter have it than the Steinbrenners. I still find it hard to believe that so many Yankee fans want to take a hard line with Jeter. I just don’t get it.

        • Rob in CT

          I’m only “looking to save them money” because the Yankees do not have an unlimited budget (it only seems thta way sometimes) and they will have other needs to address. I don’t begrudge Derek a paycheck, however large.

          Like you guys, I want Jeter to play really well. I also don’t mind in the slightest if he’s paid accordingly. The best way to do that, of course, is to have an incentive-laden contract that pays him based on his production. Those contracts tend to only be given to players coming off injuries or extended ineffectiveness, though.

        • Mike HC

          To clarify my post, I agree with Bo’s premise that Jeter should be paid, and not with all the other arguments he is making about “it is not your money,” etc … I think Jeter should be paid because the Yanks can obviously afford it (It will just be less profit for the Steinbrenners), I love watching Jeter play baseball, and I think he can still play at a high level. And I think fans that want to take a harder line with Jeter are over thinking it.

          • Doug

            if it doesn’t impact the rest of the product on the field, i’m all for it.

            if it means we can’t sign king felix or hanley ramirez or whoever, then you can’t just write him an open check.

  • A.D.

    Giving Jeter a contract extension after his 2009 campaign would be, simply put, a bad business decision. The Yankees would be paying Jeter going forward for what he has accomplished this year, and while Jeter appears ageless now, he is more likely to decline over the next five years than he is to duplicate this season’s numbers. So the Yankees will wait.

    I don’t know if this is necessarily true, regardless of when Jeter signs he’s going to look to being paid on what he’s already done, and is unlikely to be able to repeat going forward.

    What it comes down to is if Jeter is really going to look to bid up his services and maximize dollars, or not.

    • Ed

      I don’t know if this is necessarily true, regardless of when Jeter signs he’s going to look to being paid on what he’s already done, and is unlikely to be able to repeat going forward.

      Jeter’s negotiating line:

      * See the large number of teenage girls in the stands? Most of them are going to stop buying tickets if I leave.

      * Also about those girls… notice the back of their shirts. They didn’t buy their shirts for the “NY” on the front but the “2″ on the back.

      * Don’t forget all the advertising for the team and publicity work I do.

      * People are coming to watch me pass Lou Gehrig’s team hits records. More people will come as I pass other team records. And just think of the crowds as I approach 3,000 hits.

      * Oh, did I mention that my defense is improving as I age even though I play one of the hardest positions? My age 35 season was the best of my career defensively and top 3 offensively. MVP worthy.

  • A.D.

    I still could see a Jeter extension before the start of next season. It’s not unusual for a team to say they’re going to wait, then during the winter after the winter meetings and the big FA signings to start talking extensions since there’s a huge down period.

    • jon

      i wouldnt even consider giving him 100 mill, as a yanks fan jeter is great but he has been overpaid for what he accomplished from 1996-2000, u pay guys that have real good power numbers. This year has beeen good for him but he hadnt shown this recently so to expect him to do this again next year and then 4 years after is insane and a bad business decision, players that sign deals at end should know that they wotn get paid as much and maybe add some luctrutive incentives that pay him if he produces at high level.

  • Klemy

    That’s why management won’t even begin to discuss a new contract this winter; in the wake of an MVP-caliber season, the cost would be prohibitive.

    Chet Harper: “But then, Brian Cashman says, “I’m not gonna
    pay a lot for this muffler!” But then Derek Jeter says, “Sweet Sassy
    Molassey! You are gonna pay a lot! And the cost is gonna be

  • OmgZombies!

    Hes already been paid for his “intangibles”.

    That 10 year 189 million was more than overpaying for him back in 1999. I dont see why they should do it twice. No one player is more important than the team.

    I particually dont understand the part where some fans are ok with the Yankees giving into Jeters demands(well whatever they might be) and also they fear the backlash of the media if Jeter were let go. I find that stupid and silly.

    • yankeegirl49

      I couldn’t care less about the media backlash, nor do I necessarily want them to give him anymore than what they think he is worth. There is however one thing that has not been mentioned yet…who would replace him. Until I know the other options, I cannot determine what would be “too much” to re-sign him.

      • OmgZombies!

        Doesn’t matter the team can win without him. The Red Sox traded Nomar in his prime and went on to win 2 WS. Not only that they had a hole in SS and still are a very competitive team.

        • Ed

          Nomar wasn’t in his prime, he was already past it. He was pretty banged up by then and at the time of the trade, he had barely played at all in 2004. Getting rid of Nomar was an upgrade.

    • Makavelli

      He hasn’t demanded anything yet. You’re speculating nonsense. Could he have “demands”? Sure. Does he right now? No. And we don’t know what they will be either.

      • Klemy

        In agreement here. We can only make assumptions at this point. There’s no reason at all to start taking sides.

        • Bo

          Who cares how much he demands or what he gets paid?

          Are you paying it? If he asked for and got 100 mill a yr how would they affect u or anyone?

          If they didnt think he could still play they wouldnt offer him anything. They are businessmen.

          • Doug

            isn’t that $100M/yr less they can spend on other talent? there is an overall budget.

            • Ed

              Let’s throw out the $100M/year number and go back to reasonable numbers.

              Remember that Jeter directly adds some 8 digit sum to the team’s revenue each year. There’s a huge number of Yankees fans – especially teenage girls – that aren’t really Yankees fans but Jeter fans. Those #2 t-shirts sell a hell of a lot more than every other t-shirt combined. Look at the random gift stores at the mall – you’ll see Yankees merchandise and Jeter merchandise next to it. It’s very rare that you’ll see any other individual player have merchandise unless you’re at a sports store.

              There’s definitely a contract value that’s a horrendous overpayment for a very similar player but still turns a nice profit for the team when it’s Jeter.

              • Whozat

                And that all goes into the revenue sharing pool.

                • Ed

                  Not all of it.

                  Made up dollar values here, but the concept is correct.

                  A Jeter shirt may sell wholesale for $10. $5 goes to the manufacturer and $5 goes into shared merchandising revenue pool.

                  If that shirt sells at Walmart, the Yankees receive $5 / 30 = ~$0.17.

                  If that shirt sells at Yankee Stadium or a Yankees clubhouse store for $30, the Yankees get $0.17 + the $20 markup.

                  For the non-direct sales, while the Yankees may not receive much per item of merchandise sold, Yankees merchandise consists of about a quarter of all MLB merchandise, with Jeter’s items making up a significant portion of that. It does add up.

              • Mike HC

                “Let’s throw out the $100M/year number and go back to reasonable numbers.”

                Except, what this post was trying to tell you, is that 100 million is reasonable to expect.

                • Ed

                  Except, what this post was trying to tell you, is that 100 million is reasonable to expect.

                  No, it was saying $100 million over *4 years* was reasonable to expect. Bo through out $100 million a year as an absurd number while trying to make a point.

                • Mike HC

                  my bad. I thought you were referring to the 100 million in the main post.

              • Doug

                i hear you, but what i’m saying is that if there’s a payroll # that the yanks are not willing to go over (let’s say $200M), then overpaying jeter, even though he adds all of what you say to revenue, means he is taking away from product on the field in that they can’t spend that $ elsewhere.

                that extra revenue he brings in should go back into overall team payroll then. if you overpay jeter by $5M year (let’s say) because he’s worth it to the team in terms of marketing, extra revenue, whatever, then team payroll should increase as well.

                i’m just worried that the product on the field will go down because you’ve overspent on jeter without also increasing overall team payroll. i can foresee a scenario where we’ve got all these large contracts (arod, cc, aj, jeter, et al) and in 2-3 years when king felix (or whoever) is a FA, we can’t go “shopping” because we’ve already maxed out of team payroll figure.

                • Ed

                  But the Jeter benefit is already factored in. Without Jeter, they can’t afford a $200m payroll.

                  If they let Jeter and his $20m/year go, they may only be able to afford to pay $10m/year on a replacement shortstop.

                  Would you rather overpay Jeter or have Edgar Renteria at shortstop at market value?

                • Doug

                  well, if team payroll would necessarily have to go down without jeter because of all those intagibles, then that’s something else. appreciate the knowledge.

          • Klemy

            Since this has nothing to do with my post, I see you still have no idea how the Reply button works.

          • OmgZombies!

            Eventually overspending and spending foolishly will catch up to the Yankees. Success in sports comes in cycles.

          • Mike Pop

            Who cares how much he demands or what he gets paid?

            Because this is our favorite baseball team, and we want to see them make good financial decisions. Not get locked up into bad contracts which they already have one of(Alex), and could be two if Burnett gets injured and shit.

            Are you paying it? If he asked for and got 100 mill a yr how would they affect u or anyone?

            It would affect my mood during the season because depending on this contract, the team could be better or worse. If they get him for cheap, they have more money to spend on talent in FA, IFA, and the draft.

            • jsbrendog

              seriously, the “are you paying it? what do you care? is it your money?” defense is almost as bad as the “do you even watch games?” or “you don’t even know baseball”

              if it were up to bo there would be no discussion on anything because our opinions dont matter because we;re not paying it, we’re not the yankees and there’s no reason to even consider anything else.

              • Mike Pop

                Ya, I mean I’m not going to lose sleep over the Jeter contract if they give him too much but of course I’m going to care.

                I’m a bit upset over the contract Al signed but by the time where he’s not producing to Al like levels, the rest of the team will be filled by cheap, young, quality homegrown players.

                Cause Cashman is the fuckin’ man yo!

                • Tom Zig

                  At least a-rod’s contract is front loaded. Don’t have much else to add to this discussion though.

              • thurdonpaul

                actually , we all help pay there salaries , through ticket prices, souvenirs, products that get advertised on tv, etc…..

          • The Honorable Congressman Mondesi

            “Are you paying it? If he asked for and got 100 mill a yr how would they affect u or anyone?”

            We, as fans, do, and should, care about how much the Yankees spend on personnel because, while the limit may be high, they do have a limit on their spending. So, if they overspend badly on one player or area, it may affect their spending on another area of need, and it will affect their flexibility. Does the money come out of my pocket? No, of course not. But that’s a silly and myopic argument for why fans shouldn’t care about financial expenditures. Someone says something like that every time we have a conversation like this, and it’s really time to put that argument to bed once and for all.

            • The Honorable Congressman Mondesi

              Yah… Didn’t see Pop’s comment, above. My bad. I’m with them on this one.

              • Mike Pop

                Heh, I’m with ya man.

                That argument is silly. Just nip it in the bud.

      • OmgZombies!

        Where did I say whatexactly he was demanding? I said some fans are ok with him demanding the moon because of whats hes done and theres no replacement. Which is a silly way to think about running a team.

        • Doug

          whole-heartedly agree.

          some people would be okay for the yanks to just open the vault and roll out the red carpet for jeter. personally don’t agree.

          • Mike HC

            I’m definitely one of those people and proud of it

  • Makavelli

    Derek Jeter not only represents the Yankees to the fullest…he is the posterchild for how a baseball player should be throughout Major League Baseball. Does this necessarily earn him another big contract alone? No. But then you start adding everything up. Especially the part where you gave a 10 year outrageous contract to a guy who is the antethesis of you…and not in a good way (although, this year he’s been very good with his behavior). You throw in the year he’s having…the milestones…the marketing he brings to the table…the business decision when added up may favor signing him to a hefty contract rather than not sign him…but that’s from a non-on-the-field point of view. If you can get solid production from him over the next 4+ years…than this is clearly a no brainer. I don’t see Jeter trailing off THAT much over the next few years. His work ethic is superb accompanied with his will to succeed create enough confidence for a fan if Jeter stays healthy. Only thing I’m concerned about are the injuries. I’m pretty confident if he stays healthy that he’ll be quite fine.

    And he’s going to get a contract and stay with the Yankees regardless. The price isn’t really a concern of mine to be honest. I’m fine with just knowing that he’ll be back.

    • Usty

      I’ve seen a lot of people making the argument you make in your first paragraph and I agree that yes, Jeter is the “posterchild” as you say. Although A-rod being the antithesis is something I disagree with, that’s for another time.

      Wouldn’t “posterchild” mean that as that type of ball player he would understand what’s better for the team and not selfishly ask for 100 quadrillion dollars as some people seem to be saying? That he’d just basically say, don’t insult me. Being a Yankee for life means (at least in our minds) just as much to Jeter as having him does to the team.

      If the Yankees make a “non-disrespectful” but not ridiculous offer and he says screw you, i’m going to play somewhere else, doesn’t it kind of make him become the player everyone thinks he’s not? A hired gun who’s about money first. And realistically we all know the players have to and should “get theirs” but this is a two-way street here.

  • RobS44

    Just because they made a HUGE mistake with the ARod contract is no reason to repeat it with Jeter. Mo’s contract looks like a pretty good signing right now. Posada’s – the jury is still out. He iserformoing at sa level that most HOF and near HOF catchers of his age had long since said good by to. But he also has 2 more years on his contract. There is no other team in all of baseball that would give him $100 mil over 4 years if he were a FA after this season. I think the Yanks are smart to roll the dice and see how 2010 plays out, both Jeter’s performance and the overall FA market.

    That said, if they somehow fail to come to an agreement and Jeter goes elsewhere, I feel sorry for whoever replaces him. he will be in a no-win situation unless he hits .300+, wins a gold glove and the Yanks win the WS.

  • C Bleak

    Is there any chance that he makes any kind of run at the all time hits record?

    • The Honorable Congressman Mondesi

      Of course there’s a chance, but it’s highly unlikely. He’d have to play for a looooong time.

    • OmgZombies!

      Most players that go after all time records are on their last legs. I would hate the day when I’m watching Jeter in any uniform pull a Pete Rose.

      • King of Fruitless Hypotheticals

        never happen.

        he doesnt gamble on baseball dumbass!


    • Benjamin Kabak

      He needs over 1500 hits. It’s taken him from age 28 to age 35 to amass that much now.

    • Rod

      If he turns into Paul Molitor for seven more seasons he has a shot.

    • Tom Zig

      He would need 8 years of 200 hits each to pass Pete Rose.

      So in reality you’re looking at another 10+ years.

    • Mike HC

      I actually have a bet with a friend on whether he breaks the record or not. I got 2 to 1 odds that he will break it. I don’t think I got great odds and it is definitely a long shot that he even approaches it, but any time I can bet on Jeter, I do. Small stakes by the way.

    • A.D.

      Wonder if the Yankees go “marketing bonus” such as with A-Rod for any hit milestones he could reach.

    • Klemy

      Little article on this actually.

    • Chris

      He’s basically at the same point that Rose was at this age – he’ll finish his age 35 season within about 20-25 hits of where Rose finished his age 35 season. It’s not likely, but certainly possible.

      I like his chances somewhat more because he’s still playing SS (and playing it well). Rose was done as a middle infielder in his 20s and had moved to 3B/1B by age 35. Of course, Jeter can’t easily make the move to 3B or 1B…

  • EB

    The Yankees are the only fit for Jeter.
    - Assume Jeter wants 4/80
    - Assume Yankees offer 3/60

    Which other team in their right mind is going to offer Jeter more than $20M for his age 37,38,39 seasons?


    Jeter will get looked after because he’s Jeter. But he’s not getting $100M when nobody else is in the ballpark.

    • Mike Pop

      I figure something around 2 years and 45-50 million.

      • Matt ACTY/BBD

        I think he’ll want that salary but another year on top of it.

        • Klemy

          I figure he’ll want to decide when he stops playing, with a contract long enough to cover that will to play. Just my guess though.

      • The Honorable Congressman Mondesi

        The only way Jeter gets a 2 year contract is if that’s all he wants. You think he’d have to settle for any less than a 4 year contract when the Yankees just gave a 4 year deal to a 36 year old catcher? Color me skeptical.

        • Mike Pop

          Was also not a Cashman move. If Cashman is fully in charge, he won’t bend over backwards for Jete. At least I don’t think.

          Of course he is still going to get 45-50 mill easily, that’s pretty much guaranteed.

          • Mike HC

            I have a feeling all of the “control” Cashman has over every Yankee move may evaporate very quickly if Jeter starts getting a little pissy in the press.

            • Mike Pop

              Let Jete get pissy, it only reflects poorly on him. Derek has been fantastic but I don’t think the Yankees should overpay him for his past accomplishments. I mean they already did give him that huge contract once. He shouldn’t be getting another 100 million dollar deal.

              I wouldn’t mind if they overpaid him in average salary but I don’t want to see him get more than 3 years.

              • Mike HC

                I think Jeter does things behind closed doors, so i don’t think he will take his gripes to the press, but if he goes over Cashman’s head with some gripes, I think the Steinbrenners will step in and get the job done. Just a hunch. You also may be right though. Who knows?

          • Ed

            The Posada situation was different than the A-Rod situation.

            The Mets were courting Posada and probably would have offered him 4 years if the Yankees didn’t. And Posada was at least willing to consider playing for another team.

            And Cashman playing hard with Pettitte in negotiations is meaningless here, as Pettitte meant less to the team than any other tough negotation case they’ve had, and Pettitte was also the only one stupid enough to kill all his leverage by telling the press that it was Yankees or retirement.

          • The Honorable Congressman Mondesi

            “Was also not a Cashman move.”

            This explanation only goes so far, it can’t apply to every transaction we don’t like.

            And, actually, it’s also irrelevant here. If Jeter says ‘you guys gave Mo 3 years and Posada 4 years, I want at least 4 years,’ what’s Cashman going to say? ‘Well Derek, those decisions weren’t made by me, completely alone, without input or influence from anyone else in the organization?’ That’s just not how the world works. Those contracts exist, Cashman can’t wish them away and act like thy don’t exist just because he (MAYBE) didn’t have the last word on the contract terms.

    • Mike HC

      You may be right that Jeter won’t get 100 million, but you can bet his asking price will be higher than 4year/80 million

    • Rob in CT

      3/60? As a floor? Yikes. I was thinking 3/45 was a reasonable end-of-the-day result.

      • Mike Pop

        Can’t see him being okay with 15 mill per year.

        • Klemy

          Agreed. I’m kind of expecting the 3/60 or 4/80 floor.

          • Mike HC

            I think he gets more than four years. Five years 90-100 million. But in reality, who the hell knows how it is going to play out.

      • Sam

        2/40 with a 3 option for another 20

      • Ed

        A-Rod, Tex, and CC are the only players on the team you stand a chance of getting him to be ok with making less than. They’re all top tier players. Burnett’s a second tier pitcher and makes $16.5m a year, so Jeter probably won’t take seriously any offer that doesn’t top that.

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  • Bill

    The Yankees would be smart to let the market dictate their offer to Jeter. At the end of the day no one else is going to offer as much as the Yankees, Derek’s preference is to stay with the Yankees, so it really just comes down to what other teams are willing to offer him (i.e. his market value).

    End of the day he could probably get 3-4 years at 15M on the open market. That means the Yankees go 3-4 years at 15-20M. More than reasonable given his age and position.

    4 years 100M is simply absurd. No one else will come close to that. He can ask for it, but even with all the leverage he has the fact remains that no one will meet that demand.

  • Mitch

    I read through all the comments and was surprised that the CC, A-Rod, and AJ contracts kept getting referenced, but nobody brought up the 2 contracts that have much more relevance to how the yanks might handle Jeter’s situation…Mo’s and Posada’s.

    In both those scenarios a player who was homegrown and had been part of all the championships, but was at an age where a decline could be expected, was given a contract at or close to the highest paid player at his position and for more years than most experts expect them to be productive. Look at those deals and you see exactly what Jeter will get.

    Now keep in mind 2 things…(1) Jeter is Jeter, it’s a different situation with him being the franchise in all the different ways everyone mentioned. (2) Jeter made $20 million from 2007-2009 and makes $21 million in 2010. Now, the Yanks have been able to run out a championship caliber team each of those years while paying Jeter his money, but all of a sudden you’re going to ask Derek Jeter of all people to give back money so you can “go out and sign other players?” Really?

    Jeter WILL get 20 million or more for 3 or 4 years. The only question is how much more. Remember, the A-Rod contract rewards him for reaching milestones to the tune of raising his annual average value to $30 million. The idea was that the homerun record chase would bring in fans and A-Rod should share in the added revenue. How many more fans will Jeter bring in to see him reach 3,000 and 3,500 hits, as well as all the other Yankee milestones he’ll reach?

    4/100…not such a bad deal.

    • LosingOurHeads

      Exactly. I was thinking back on all the JoPo/Mo conversations. We know exactly what they’re all going to do.

      • MikeD

        Speaking of Mo, his contract is also up next year and I don’t think he has any plans to retire, and I really doubt his effectivness is going to fall off a cliff in the next year. Every player has an end, but there are usually signs that it’s coming. I don’t see it yet with Rivera.

        When the Yankees signed Rivera to a three-year deal, there was a lot of concern that he would not be effective in the later years of the contract. I was pretty sure, however, that the Yankees would be faced in 2010 with the exact same scenario they faced after 2007. How many more years and how much mone to give to Rivera.

  • scott l

    The Yankees should offer Jeter year to year and if he does not like it let him go play elsewhere! Pay him a fair salary and let him play for as long as he wants as long as he is playing well.

  • King of Fruitless Hypotheticals

    5 years, 110.

    he wants to play–he’s a PLAYER! (maybe not with this minka chic holding him back)

    i think he wants to set records–winning records. if he thinks the Yanks are going to be a force for the next 5 years, he’ll want to be there.

    i also think he doesnt want to talk about it, but if the time came–if the yanks had an ‘alcides escobar-type’ he’d move off short (prolly to left) to keep playing.

    i also think he’s better next year than this…write it down :)

  • LosingOurHeads

    Jeter is going to stay. The Yanks are going to overpay him. Whether they negotiate position and number of years are the only questions, really. But make no mistake this is all moot. Jeter stays; Yanks overpay. And all will be well in Yankee land.

    • Doug

      if yanks overpay, how is all necessarily well in yankee land?

      • LosingOurHeads

        They overpay. That’s what they do. And everyone forgets about it. We signed him, whew, is all we say.

        And we move on. None of us gnash out teeth over the big contracts. In some ways we simply don’t care.

        Why would we care about Jeter’s overpayment?

        • Doug

          because maybe there’s an amount of overpayment where it actually doesn’t make good business sense anymore

  • MikeD

    The Yankees might be better off approaching him this off season because he might be open to a three-year extension, locking him up for the next four years, until age 39. If they wait until the end of 2010, he might demand a four-year agreement, through age 40. That one year additional could be a difference maker at that age.

  • Winstone

    The Yankees and Jeter should focus on a long-term deal that transitions Jeter to management (as Cashman’s eventual replacement) when his playing days are through. Jeter should negotiate for equity in the Yanks and not cash.

    • Usty

      Yep because All-Star HOF Shortstop talent automatically transfers to super-smart, business-minded, contract negotiating, roster building talent.

  • mustang
  • Christina

    I hate to tell you this Yankees fans but it would be ugly. Hal is not George and he is not going to spend all this money. It would be circus. How can you blame Jeter if he wants all this money? He is the face of the Yankees and he won all those rings. Arod is getting 32 million a year and he doesnt have the numbers Jeter has. They will get a bargain if Jeter asks 25 million a year. In the ned they may cave and give him the money but it would be really bad.

    • Usty

      How is giving Jeter 25 million a year a bargain if no other MLB team in their right mind would give him anything approaching 20?

      You’re right in that A-Rod doesn’t have the numbers Jeter does…that’s why he gets paid more.

  • raul

    i say 5yrs-100 mil let matsui go n sign jim thome in the offseason

  • Charlie

    i know its all about the money and stuff, but i’d lose some respect for jeter if he asks for a 4 yr/ 100 mil contract. i like to think he wouldn’t demand that much given all the cash he’s got already, and he’s supposed to be a team player. a deal like that is anything but team friendly

    • Drew

      It’s strange though. He may very well be worth 25 mil per @4 years. Not based on his offensive/defensive ability, but as his worth to the New York Yankees. The revenue he generates has got to be up there with any other athlete in professional sports.

  • Rockdog

    Good piece and I agree that after this year, the Yankees will likely let the contract run out aND then re-sign him.

    One comment to add to the discussion. It is likely that the Yankees will offer Jeter a larger contract than anyone else. There is no way to know if that is 4/80 or 4/100 or 3/75 or whatever, but in my opinion, the only way Jeter leaves the Yankees is if he wants to take a pay cut. The trick for the Yankees is to figure out market value and pay it. My hunch is that they somewhat overpay, but perhaps by less than what some of us fear.

    • Doug

      But market value for a 37-year old shortstop won’t be much greater than 2 yrs for $25M, if market means every other team but the Yanks.

      And the problem is, the Yanks will “take care” of Jeter with a contract of at least a 3 yrs and for at least $60M. Even though the market will be for less than half of that.

      Remember, the Yanks spent upwards of $100M more for Arod than anyone else was willing to go. And that was ARod…this is the captain.

      • Rockdog

        We don’t know what “take care of” means, and it may be 3/60. It is also likely that the Yankees will somewhat overpay for Jeter’s services in the next contract.

        My point was that the market outside of the Yankees may not be that strong, and the contract may end up being less than the numbers being thrown about here, expecially if his 2010 season is less stellar (unfortunately, this is likely, given his age).

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  • mustang

    Unless something major happens Jeter will be heading to free agency after 2010 being the Yankees hits leader and a few hits away from being the first Yankee to have 3000 hits. Anyone who thinks that Jeter is not going to get payed big time is nuts.

  • http://tennisgirl marion smithu

    Jeter has represented the Yankees and Baseball so well in the biggest fishbowl in the world. He always puts the team first,performs in the clutch, and plays hurt. Who deserves more than Jeter the big bucks. Posada and Mo got their money. The captain deserves the big bucks. He has earned it. The Yankees have the money. The Yankees should show Jeter the respect that he has always given them. We all know Jeter wants to stay a Yankee. That info should not be used to play hardball. The yankees threw money at A-fraud. Nice guys shouldn’t finish last.Three year-80 million to the guy who has given his blood to the team-regardless of the market.

  • John Clark

    I think Derek Jeter is one of the most classiest kids in the game, A true Captain and is deserving of the same type of money as Alex is making. I think a smart move by the front office would be to fashion a 4-5 year deal with numerous incentives so Jeter can earn his worth and be rewarded for his performance if he stays consistent with his numbers as he has done for the past 11 years. It would seem to be a win-win for both sides as the more you produce the fatter your wallet gets. Theres a couple of former pictures that would have been eligable for food stamps if there contracts were based on there performances

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