Last goodbye for Dempster?

Last goodbye for Dempster?

Gail Fischer of Comcast Sports took this great picture of Ryan Dempster and some close friends having an icy cold beverage and seemingly looking wistfully on Wrigley Field for the last time.

Combined with the conversation seen recently with Theo Epstein and Ryan Dempster in the stands and Dempster's moved up start, could it be that this was the last start for the Cubs veteran pitcher?

If this is indeed Demp's last start, he went out with a bang.

The Cubs will certainly miss him for his contributions both on and off the field.  I wish him well and will likely root for whatever team he ends up on (unless maybe it's the Cardinals or White Sox).

Filed under: Rumors/Speculation

Tags: Ryan Dempster


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  • The body language says he feels that he's done pitching with the Cubs. That Is the only way to read this photo.

  • In reply to Cliffy46405:

    You have to wonder if he already knows. Maybe even before this start.

  • This is a "win win situation He get to pitch for a winner and we
    get, I hope, a great prospect(s) for our future. It would be better
    if we could package another player and get a better prospect(s)

  • In reply to emartinezjr:

    If they're going to trade him this early, it means they're very satisfied with the offer they got.

  • Drabek has torn ligament , So Tor makes sense unless they are going to pack it in which I cant believe this early . Plus they were there today scouting... hmmm

  • In reply to Bryan Craven:

    It appears that Hutchison may need Tommy John surgery as well. Don't know how serious it is, Just assuming. But if Toronto wants to compete this year, they need some pitching help.

  • In reply to Bryan Craven:

    I think they may pack it in. They've lost 3 starters now, and replacing one won't be enough and replacing two will be too costly. 3 is out of the question.

  • The way I've read this situation is that he loved being a part of the Cubs organization, and he's been told that he will be traded when the right offer comes along. So he's just savouring each moment he has left at Wrigley. And he's also pitching the best baseball of his career, which only helps the team.

  • In reply to Cameron Macpherson:

    At the very least he's thinking this might be his last start in Wrigley and he's doing it just in case, but the fact that he brought personal friends out is kind of telling. Coincidence that they were all at this game to come out and hang out with him afterward?

  • I think maybe we're reading too much into one picture guys. Haha, speculate all you want, but I don't think Tor is going after him now. Their pitching rotation has been decimated and they're probably not going far this year. I predict either Det or LAD are going to land him. I like a lot of the pitching prospects in the Dodgers system like John posted a few days ago. If we could get Z. Lee, yeah he's gone today...

  • In reply to I miss Ron Santo:

    Maybe one picture, but there's been a lot of smoke lately, add all the little pieces together and you get, well, still a pretty little piece, but would any of us be shocked if he were traded before his next start?

    As for Toronto, I agree that they'll pack it in now. Too bad. This may have been their best shot at the AL East.

  • In reply to John Arguello:

    I agree with John regarding Toronto. I'm very intrigued by their farm system; but based on what I've read about the Toronto GM, he seems too crafty to get impatient and pull the trigger on a deal that will significantly weaken the minor league system he has taken great pride in building. If Hutchison goes down with Drabek down a second time, why would he look to deal arms like Nicolino, Norris or Syngaard(or Marisnick, Gose or the young catcher) when they become even more critical now to their long term success? One area I have a different view on is this year being Toronto's best shot at the AL East. If they keep their prospects intact and the young arms bounce back from injury-who knows what could happen for them 2-4 years down the road. I'm happy for teams like the Blue Jays and Orioles having reason for optimism.

  • I know we have a lot of position player prospects to be excited about, but what about pitching prospects? Any future aces, or what does it look like?

  • In reply to drew:

    All of our pitching prospects have questions. Some guys who might break through, but no sure things.

  • Should we try to package Tony C. with one of the trades, or just
    keep him.

  • In reply to emartinezjr:

    If that's what team wants and it upgrades the package, why not?

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    Well all i have to say is goodbye to Ryan. He was a great cub on and off the field. I hope that he can go to a winning team and get his World series trophy he deserves. i have any idea that he might be back next year though. At least that is what i will be praying for.

  • In reply to Larry:

    I think it's more likely he'll be back than most players.

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    If this is his last start farewell to him.. Very classy cub.. Would be nice if we got a nice pitching prospect.. Z. Lee.. Or somebody from the blue jays loaded system..

  • In reply to Colman Conneely:

    Agreed, would be very happy with either. But I think Jays are packing it in.

  • If that's not a picture of a guy taking one last before he goes, I don't what is. Methinks Ryan was told by Theo he is going to be traded very, very soon.

  • In reply to Steve Flores:

    That's my gut feeling.

  • Both pitchers have been great for the team, fans and the city, but
    they can help bring us the missing pieces we need to
    prepare for our long term future. If we can also trade other
    veterans players, as part of a package, then it time to bring
    us Rizzo and maybe others.

  • In reply to emartinezjr:

    That will happen soon.

  • Looks to me like a guy reminiscing with his boys one last time(glad to see no one brought any chicken)! Seriously though, the guy has done a hell of a job for this organization. I remember when he came in with injury questions; evolved as a closer-then became a reliable starter and great ambassador for the game. He seems like genuinely one of the good guys in the sport-and I wish him all the best at his next destination. Also love Theo's public consultation with him; if a deal isn't done-I believe this may be further motivation for a team to step up now with a serious offer...

  • In reply to Upstate NY Cubs Fan:

    One of Hendry's best moves. Class guy all the way and I'm sure teams take that into consideration when they pick up a player midseason.

  • Ryan is classy and this FO is class.

  • In reply to 44slug:


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    I hear Ben Cherrington sent Mrs. Dempster a dozen roses, the Dempster children toys, and Ryan got an IPOD. The only song on it was Dave Loggins' "Please come to Boston."

    Ryan Dempster to Boston for Matt Barnes and Jackie Bradley. If only Boston would actually act so desperately.

  • In reply to Michael Caldwell:

    We know Theo talks to them all the time...can never rule Boston out, but that price would be very steep for them.

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    In reply to John Arguello:

    John, what else, besides pitching, might Boston want from the Cubs?

  • In reply to Michael Caldwell:

    I imagine they'd probably like DeJesus.

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    In reply to John Arguello:

    Funny, I thought the same thing.

  • Being lazy(know you had a dedicated post on it) ,out of the top Dodger SP prospects outside of Lee, is the best we could do Webster? Lee is completely off-limits, I'd imagine- probably even in a Garza deal.

  • In reply to Carl9730:

    I think Lee is possible with Garza, but not Dempster. Dodgers aren't loaded but they do have interesting arms. I'd imagine if the trade is with LA, that's what they'll target.

  • In reply to Carl9730:

    Here's the link, by the way...

    I like the lefties Miller and Reed. The other guys look like bullpen guys, though Gould has been pitching well of late.

  • I would love to acquire a player like will middlebrooks from the redsox or so good value SP

  • In reply to Chicago Cubs Fan 24:

    That would be a great pickup. Won't be easy though.

  • Teams rarely make big trades this early before the non-waiver deadline. I'd be surprised if Dempster goes anywhere this month.

  • It's also rare though to have so many teams in contention and a team such a definitive seller this early too.

  • I got all, "Is this his last start" after the last one, so I'm gonna resist on this one. When it happens it happens. Plus, it's hard to get too sentimental over it when there's talk about him coming back for a club-friendly deal next year.

  • In reply to Carne Harris:

    Yeah, I know. If he doesn't get traded before his next start, I'm done speculating and looking for clues!

  • The Cubs acquired Sutcliffe a little earlier than this. Judging from the number of scouts at recent Cubs games, teams that wait much longer to bid on Dempster and Garza will be left out in the cold.

  • In reply to cubsin:

    That's a good point, with so many teams in on Demp/Garza, someone may try and pull the trigger early.

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    In reply to John Arguello:

    John and Cubsin, back in 84', a friend just reminded me of this the other day, but the non waiver trade deadline was earlier, and if I rememeber correctly, the Cubs had to wait for the 3 players to clear waivers before they could actually play,,there was some snafu but I can't recall..... Back in 08, didn't the Brewers get CC Sabathia and we got Harden during the last week of June?? It just takes one dominoe to fall then look out!!!

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    In reply to Luigi Ziccarelli:

    I stand corrected the CC and Harden deals were around the 7th and 8th of July

  • In reply to Luigi Ziccarelli:

    I do think at least one trade will happen well before the deadline.

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    In reply to John Arguello:

    I think it will be Demp...

  • In reply to Luigi Ziccarelli:

    That would be my guess. Could also just be a minor guy to start clearing some roster space.

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  • In reply to Michael Caldwell:

    Hmmm. Not sure what they have to offer other than Middlebrooks.

  • John, I know that it is highly unlikely this will all pan out but what do you think:

    2015 Chicago Cubs
    1. Albert Almora-CF
    2. Starlin Castro-SS
    3. Anthony Rizzo-1B
    4. Jorge Soler-RF
    5. Javier Baez-3B
    6. Travis d’Arnaud-C (Garza trade)
    7. Dan Vogelbach-DH
    8. Junior Lake-2B
    9. Brett Jackson-LF

    1. Noah Syndergaard (Garza trade)
    2. Jeff Samardzija
    3. Zach Lee (Dempster + Barney trade)
    4. (FA signing)
    5. Trey McNutt/ Dillon Maples/ Pierce Johnson

  • In reply to Charlie S.:

    Looks good to me. Looking forward to seeing what we get for Demp...and Garza if he goes.

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