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Jon Lester Announces Retirement

By Anthony Franco | January 12, 2022 at 10:59pm CDT

After a 16-year major league career, Jon Lester tells Jesse Rogers of ESPN he’s made the decision to retire. “It’s kind of run its course,” the 38-year-old said of his career. “It’s getting harder for me physically. The little things that come up throughout the year turned into bigger things that hinder your performance. I’d like to think I’m a halfway decent self-evaluator. I don’t want someone else telling me I can’t do this anymore. I want to be able to hand my jersey over and say, ’thank you, it’s been fun.’ That’s probably the biggest deciding factor.”

Jon Lester | Mike Dinovo-USA TODAY Sports

A second-round pick of the Red Sox out of a Washington high school in 2002, Lester entered pro ball as one of the more promising pitching prospects in the Boston system. Within a few years, the left-hander was ranked among the top farmhands in baseball and he made his big league debut at age 22 in June 2006. Lester was faced with incredible adversity just a few months into that run. He was diagnosed with anaplastic large cell lymphoma late in his rookie season, cutting that year short and requiring chemotherapy treatments.

Lester beat the disease and made an inspiring return to the mound in 2007. He made 12 regular season appearances that year, then pitched in three playoff games during the Red Sox’s run to a championship. Making his first career postseason start in Game 4 of the World Series against the Rockies, Lester tossed 5 2/3 innings of scoreless ball. He wound up getting the win in what proved to be the title-clinching game, as the Sox wrapped up a sweep.

Entering 2008, Lester was cemented as a key rotation member on Terry Francona’s staff. Incredibly durable, he’d make at least 31 starts over each of his next six seasons in Boston. While Lester only had two seasons (2009-10) with excellent strikeout numbers, he consistently demonstrated strong control and proved one of the game’s hardest pitchers to square up. A pillar of high-end consistency, Lester posted an ERA between 3.21 and 3.75 in five of six years from 2008-13.

Lester’s run in Boston was littered with accomplishments. He tossed a no-hitter in May 2008, earned back-to-back All-Star selections in 2010-11 and finished fourth in AL Cy Young award balloting during a 2010 season in which he tossed 208 innings of 3.25 ERA ball. Perhaps of most importance, Lester was excellent during the Red Sox’s surprising run to another championship in 2013. He pitched to a 1.55 ERA over 34 2/3 postseason innings that year, including 15 1/3 frames of one-run ball to earn two wins as part of a World Series triumph over the Cardinals.

Ticketed for free agency after the 2014 season, Lester began the year stellar as ever. He tossed 143 innings with a 2.52 ERA for the Red Sox, earning his third career All-Star nod in the process. Yet with free agency looming and the Red Sox on their way to a last place finish, they traded him to the A’s at the deadline. Lester continued to excel over his final few months in Oakland, eventually getting the nod in the AL Wild Card game. The A’s were knocked off by the Royals in one of the more thrilling back-and-forth contests in recent memory, and Lester hit the open market for the first time shortly thereafter.

Ranked by MLBTR as that offseason’s #2 free agent, Lester commanded a six-year, $155MM deal with a Cubs team looking to emerge from a massive rebuild. That’ll go down as one of the best free agent investments in franchise history, as he picked up right where he’d left off upon switching to the National League.

Lester worked 205 innings of 3.34 ERA ball his first season, helping Chicago to the NLCS. The following year, he compiled a 2.44 mark across 202 2/3 frames. He finished second in NL Cy Young voting, earned a fourth All-Star nod, and was arguably the top pitcher on a 103-win team. As he had so often in Boston, Lester shined in the playoffs yet again. He was tabbed that year’s NLCS MVP after tossing 13 innings of two-run ball to knock off the Dodgers. Lester made three outings with a 3.68 ERA during the World Series, in which the Cubs erased a 3-1 deficit against the Indians to end the franchise’s legendary 108-year title drought.

The third World Series title of Lester’s career proved to be his final one, as the Cubs never had quite the same level of success from that point forward. That wasn’t much fault of the veteran southpaw’s, though, as he remained effective for the next few seasons. He paced the NL with 18 wins in 2018, earning another All-Star nod in the process. As he entered his late-30s, Lester’s production finally began to tail off, although he remained remarkably durable and took the ball every fifth day through the expiration of his contract after 2020.

Last winter, Lester hooked on with the Nationals on a one-year, $5MM deal. He made 16 starts with Washington before being flipped to the Cardinals at the trade deadline. Despite lackluster strikeout and walk numbers, he managed a decent 4.36 ERA over 12 starts in St. Louis, proving to be a much-needed stabilizing force for a Cardinals rotation that had been hit hard by injuries. St. Louis made a miraculous September run to a playoff spot, but they fell to the Dodgers in the Wild Card game. Lester didn’t appear in what’ll go down as the final contest of his career.

One of the league’s most reliable hurlers for more than a decade, Lester leaves a fantastic legacy in the game. He tossed 2,740 innings over parts of 16 MLB seasons. He pitched to a 3.66 ERA, won exactly 200 games and struck out just under 2,500 batters. The five-time All-Star was a key contributor to three World Series teams with two separate franchises, and he’ll be remembered by both Red Sox’s and Cubs’ fans as one of the more impactful players in each organization’s recent histories. Lester’s career was valued at between 44 and 46 wins above replacement by FanGraphs and Baseball Reference, before accounting for an incredible 2.51 ERA over 154 playoff innings. According to B-Ref, he earned just over $188MM.

Lester will likely garner some Hall of Fame support five years from now. Whether or not he’s ultimately enshrined in Cooperstown, there’s no question he had a long run of excellence and reliability. MLBTR congratulates Lester on his fantastic career and wishes him all the best in his post-playing days.

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View Comments (182)

Comments

  1. mydadleftme

    1 year ago

    Rest In Peace

    Reply
    • Fever Pitch Guy

      1 year ago

      He should make the Red Sox Hall of Fame easily. Great guy, fantastic big game pitcher for a long time, and the way he was pushed out the door in Boston was one of John Henry’s all-time biggest blunders. It’s a shame he couldn’t return to the Red Sox to end his career. He will always have my respect.

      Reply
      • Yankee Clipper

        1 year ago

        FPG: Yes, he had a great career and was very clutch for the Red Sox & had so many great pitching performances.

        Lots of respect for the old bulldog, and as a fierce competitor, it had to be tough to call it quits.

        Reply
      • Please, Hammer. Don't hurt 'em.

        1 year ago

        Definitely a Res Sox hall of famer. Maybe for the Cubs, too. I couldn’t help but notice he is retiring from his body wearing down at the exact same age Scherzer signed a $130 million extension. It makes one wonder when the same thing will start happening to Scherzer. It’s inevitable so it’s more of a when than an if. If it starts happening in the next year or two it could hurt the Mets.

        Reply
        • Ƭ̵̬̊ Player Formly Known As MousecopƬ̵̬̊

          1 year ago

          Does he get to choose? I know Greg Maddux didn’t choose the cubs or Braves.

        • Polish Hammer

          1 year ago

          Not for the Baseball HoF, they’re talking about him being enshrined in the HoF for those teams. He’s not Cooperstown worthy.

        • deweybelongsinthehall

          1 year ago

          Great career. Without looking at stats, reminds me of Andy Pettite’s HOF resume without the PED stain. Very good but not good enough for Cooperstown.

        • slimmycito

          1 year ago

          @player formerly wtf is that supposed to mean? And does that symbol beside your name mean you pay to get your bs takes answered in private chats? Lmao poor mlbtr writers..

        • Ƭ̵̬̊ Player Formly Known As MousecopƬ̵̬̊

          1 year ago

          Okay gotcha. If I was either of those teams. I might go as far as retiring his number.

        • Please, Hammer. Don't hurt 'em.

          1 year ago

          They don’t let the players choose anymore. Weird things were happening. First Clemens said he wasn’t going to attend his own hall of fame speech unless they put him in as a Yankee. MLB didn’t like that because he won more games as a Red Sox. Then it came out the Tampa Bay Devil Rays were working on an agreement to pay guys like Canseco (and maybe McGriff) if they chose to wear the Tampa Bay hat in the Hall. That really pissed some MLB people off because those guys barely played for those teams and were washed up at that point so they would only be doing it for the money. Now they just put a lot of guys in with a blank hat. Can you imagine if Sammy Sosa made it in but chose to wear an Orioles hat? Now that would be strange. The funny thing is it seems all the players who were talked about doing that never made it to the hall for various reasons. It’s crazy in this day and age that there was a time period a lot of people though Jose Canseco stood a good chance of becoming a fist ballot hall of famer.

        • Trickpony

          1 year ago

          Taking into account he played entirely in the modern era of 5 man rotations and extreme bullpen usage with diminished emphasis on counting numbers, he still managed to win 200 games with a .631 winning percentage, was a 5 time all star, was top 9 cy young 4 times, top 4, three of those times and won three world series titles, I think he is very close to Cooperstown worthy.

        • rememberthecoop

          1 year ago

          Your boy Jim Rice made it in, so it’s possible. Borderline candidates have surprised us before. That said, should he? No way.

        • JC#1

          1 year ago

          Polish Hammer – it should read – “ IMO, he’s not Cooperstown worthy”. He is better than some of the players MLB writes and the veteran’s committee has let in lately.

        • Peart of the game

          1 year ago

          He’s better than Jack Morris and Harold Baines for sure, but does it really make him Cooperstown worthy?

        • JC#1

          1 year ago

          Peart- yes, if you watched him pitch. He was definitely good enough! Stat heads will have to adjust to how players are now used. This is not like it was in 1984…

          Oil Can Boyd – CG 10 – IN 197.2
          Bruce Hurst – CG 9 – IN 218
          Bob Ojeda- CG 8 – 216.2
          Al Nipper – CG 6 – 182.2
          Roger Clemens – CG 5 – 133.1

          Pitchers no longer rack up the stats as the almighty velocity is more important than control, innings pitched, wins, CGs….
          The almighty velocity also causes way more injuries…. Just look at the list of free agents the last few years as they are nearly all coming off TJ or other problems.

          Lester was one of the best during his 16 years playing! That is what he should be compared to not Jim Palmer who pitched 50 years ago (man does that make me feel old)

        • revolver

          1 year ago

          Lou Brock, Harold Baines and now the best fans in baseball are forcing Neck tattoo down everyone’s throat, so I guess there’s a chance.

        • SocraticGadfly

          1 year ago

          Very true. I don’t know if it was more Flubs homerism, or general Red Satan Big Hall nuttery that led Rogers to tout HoF talk for Lester, but the piece was ridiculous.

          AND, that was NOT the most ridiculous part.

          That would have been Rogers claiming that Lester is the greatest playoff pitcher of our time.

          Uh, ahead of Curt Schilling? Or Mariano Rivera?

          https://socraticgadfly.blogspot.com/2022/01/let-jon-lester-fellation-begin-says.html

        • Please, Hammer. Don't hurt 'em.

          1 year ago

          Andy Petit and John Smoltz we’re both much better than Lester, too.

        • Oxford Karma

          1 year ago

          Maddox didn’t want to diminish either team so went in blank. His choice.

        • Polish Hammer

          1 year ago

          JC#1 thanks for telling me to state what my opinion is in your opinion. It’s obvious to anyone reading it what I was saying.

        • Polish Hammer

          1 year ago

          Pettite juiced…

        • rondon

          1 year ago

          Socrates… Your “hater” is showing.

        • Prospectnvstr

          1 year ago

          Peart of the game: If he pitched in the same era (timeline) as Baines & Morris, I’d agree with you. However, Lester pitched in a complete different era. Until the last couple of years I’ve always looked at him as a very solid but not spectacular player. If you look at his performance yr in & yr out his #’s are better than most people (incl myself) think. In his era, is he a Hall of Famer? I’d say he’s on the edge. I’d vote for him, initially, just to get a 2nd or 3rd look to compare him to his contemporaries.

        • Prospectnvstr

          1 year ago

          Oxford: I didn’t know that Gary MADDOX made it to the HOF. Oh wait, I think you meant Greg Maddux. I’m not being a jerk, just having a little fun.

        • deweybelongsinthehall

          1 year ago

          I though players choosing stopped when Winfield got paid.

        • deweybelongsinthehall

          1 year ago

          Rice was not borderline. He was the most feared hitter in the AL for basically ten years. Yes, his production stopped quickly but look at his numbers overall. A great comparison is Dale Murphy but his run was even shorter. in retrospect Murphy is also a HOF in my view.

        • deweybelongsinthehall

          1 year ago

          The fact that the sport is getting ruined is no reason to not require pitchers to pitch instead of throwing.

        • deweybelongsinthehall

          1 year ago

          Smoltz no comparison. Pettite? Admitted twice to PED use. Not getting in.

        • Please, Hammer. Don't hurt 'em.

          1 year ago

          I’m not suggesting Petit should get in the Hall. I brought up Petit and Smoltz because someone pointed out that Rogers claimed “Lester is the greatest playoff pitcher of our time.”

          That statement is certainly untrue as Schilling, Smoltz and Petit were all noticeably better. Petit juicing doesn’t make him a worse playoff pitcher than Lester. It just means he cheated to do it. Petit was just one of the names I added in to prove how ridiculous any statement is that states, “Lester is THE GREATEST playoff pitcher of our time.”

          Even if you don’t want to count Petit’s playoff performances because of his PED use there is absolutely no doubting Smoltz and Schilling were better and they were both clean. The idea Lester should be ranked ahead of them is ludicrous. I personally do believe playoff performances should count towards hall of fame status but Lester just isn’t there. There are pitchers who were much better in the regular season and much better in the playoffs. Zero chance Jon Lester is the greatest playoff pitcher of our time.

        • Dogbone

          1 year ago

          And Glavine had the strike zone that went from batters box to batters box. Given the same strike zone, I’d take Lester all day long over Glavine.

        • Dumpster Divin Theo

          1 year ago

          The hall of all time great dumpster dives maybe

        • Butch779988

          1 year ago

          Rice was 100% a HOFer. He was dominant as a hitter for almost a decade, and was the the most feared bat.

        • MannyBeingMVP

          1 year ago

          If Jon Lester does not make it, then Madison Bumgarner probably does not either. Can post-season heroics overcome regular season results?

          I used to always think that MadBum was a lock, now I am not so sure.

    • PutPeteRoseInTheHall

      1 year ago

      Who died?

      Reply
      • LordD99

        1 year ago

        The list is long. Where do I begin?

        Reply
      • chipperniner7

        1 year ago

        Bob Saget died recently, RIP. Anyone here a Full House fan?

        Reply
        • miltpappas

          1 year ago

          You got it, dude.

    • Gothamcityriddler

      1 year ago

      Overrated, over weight, over paid punk, good riddance. Ahahahaha!

      Reply
    • Rallyshirt

      1 year ago

      I’ll remember Lester as one bad ass pitcher who couldn’t seem to throw to first base.

      Reply
  2. KingZeke8

    1 year ago

    Congrats on a great career. Personally don’t think he’s HOF worthy but you know what? After going to his baseball reference page, his numbers aren’t anything to sneeze at. Lester’s not the kind of guy who jumps to mind when you think of Cooperstown but man, he’s gonna hang around on the ballot for a bit with those numbers.

    Reply
    • afsooner02

      1 year ago

      Hall of very good.

      Reply
      • Bright Side

        1 year ago

        Really? Look at his career again. Tell me in the modern era the list of pitchers who have or are close to achieving what this man has done. Moreover, Lester is a cancer survivor.

        Reply
        • cwhoswims

          1 year ago

          I don’t know what “achieving what this man has done” even means, or what your criteria are for defining “the modern era,” but intentional ambiguity aside, Kershaw, Scherzer, Greinke and Verlander are all contemporaries of Lester’s, and all have much, much better HOF resumes.

          I don’t think anybody could argue Lester is a HOFer. Unless they are very, very biased towards him for some reason.

    • DimitriInLA

      1 year ago

      HOF induction is not always a measurement of greatness. This guy had a great career, something he and the fans of teams he spent years playing for can be very proud of.

      Reply
    • wrigleyhawkeye

      1 year ago

      Statistically no, but WS wins with Red Sox and Cubs might push him over.

      Reply
      • GareBear

        1 year ago

        I was thinking the same. If I were filling out a ballot and their wasn’t 10 clear HoFers on the list you see him and the narrative around him and think he has to be included on a fair number of ballots. The dude beat cancer in his early 20s to go on to be one of the most durable pitchers in the game over the course of his career and was incredible enough in the post season to help break the two most prolific WS-droughts in history. I’d put him on my ballet.

        Reply
      • sloopjonb

        1 year ago

        Should winning a WS with those two franchises give him a bigger boost than if they with for two different franchises?

        Reply
      • cwhoswims

        1 year ago

        Bert Blyleven did the same thing (Pirates and Twins) over 30 years ago, and it took him almost every chance he had on the ballot before he got in. World Series rings with two different teams is a cool bit of trivia, but it isn’t going to get anybody into the HOF.

        Reply
    • Ted

      1 year ago

      ERA+ of 117 doesn’t scream HoF to me but there’s a bunch of worse pitchers in there now. Jack Morris, for example.

      Reply
      • RobM

        1 year ago

        A career ERA+ of 117 is within the range of a HOFer. It doesn’t disqualify, but other stats/accomplishments are needed.

        Reply
    • Dogbone

      1 year ago

      Neither was Harold Baines ever taken seriously as HOF material until Reinsdork started crying to Selig about it.

      Reply
  3. stymeedone

    1 year ago

    Wonderful comment by Lester as he exits. He had a solid career with some exciting highlights. All the best in his retirement!

    Reply
  4. LordD99

    1 year ago

    A consistently good pitcher who elevated his game in the postseason.

    Not a HOFer, but a fine career. Happy trails.

    Reply
    • Yankee Clipper

      1 year ago

      Yeah, he’s someone I could envision in the dugout managing eventually. Wouldn’t surprise me to see him land a pitching coach job somewhere soon… always seems to have the respect of his teammates, coaches, managers, & fans. We sure as hell respected him as an opponent all those years in Boston.

      Reply
  5. TrillionaireTeamOperator

    1 year ago

    He hung on one year too long and his Cubs deal was ultimately a massive bust and about 1-2 years longer than it probably should have been. He gave the Cubs something like 5 WAR throughout his entire time on the team.

    A massive, massive overpay and a bust of a free agency deal.

    But he’s a very likable guy, he’s a feel good story after bouncing back from cancer and he made a ton of money, so, you know, good for him.

    Reply
    • KingZeke8

      1 year ago

      Massive bust? I’m sorry, did they not get a ring?

      Reply
      • LordD99

        1 year ago

        @KingZeke, on his six-year deal, he was excellent the first four years, league s erect the fifth. Only one bad year, his last. He was great throughout the postseason. A world champion with the Cubs.

        It was a good deal. They’d sign it again, and again, and again.

        Reply
        • LordD99

          1 year ago

          League “average.”

          Not sure about erections.

        • makaio6

          1 year ago

          Erections? I don’t think that has any effect on his HOF odds.

      • anotherdamncardinalfan

        1 year ago

        Their only one in….115 years?

        Reply
    • LordD99

      1 year ago

      A weird Lester stat:

      Red Sox — 3.64 ERA; .636 winning percentage.
      Cubs — 3.64 ERA; .636 winning percentage.

      Reply
    • CaptainCanada

      1 year ago

      likely one of the best contracts cubs have ever signed, you usually have to pay more or longer than wanted to get elite talent.

      Reply
    • Triteon

      1 year ago

      If only there was an easy way to figure out he gave the Cubs 13.2 WAR during his time there….

      Reply
    • mike127

      1 year ago

      Nothing but a troll and the perfect reason MLBTR gave us the mute button. Without a doubt the most significant free agent signing in baseball over the last 15 years. Would have been worth it at twice the cost. So long, troll.

      Reply
      • Chipper's Illegitimate Kid Steve Nebraska Put a Hurtin' on WAR Hammer

        1 year ago

        You can say that again. It seems like some people just say things to get a rise out of other people. I don’t know why they do it. Maybe somebody took a whizz in their Wheaties or something? Maybe I don’t want to know. One thing I do know is that Lester was a guy you could count on when the pressure was high and the moment was tense. He did it with the Red Sox and he did it with the Cubs. I doubt the Cubs would have gotten that World Series win in 2016 if Lester hadn’t joined the team. Once they signed him other players realized that the Cubs were serious and it became a destination hotspot. Joe Maddon almost blew it though, remember how he said he wouldn’t bring Lester in to relieve in a “dirty spot” and then he did anyway? He probably should have stuck with Kyle Hendricks longer than he did. Lester struggled at first in that Game Seven 2016 World Series appearance, but boy oh boy, he sure gutted it out. If you are a baseball fan you have to love what Lester brought to the mound. I think it will be interesting to see what happens 5,6,7-10 years down the road. People say he isn’t Hall of Fame worthy, but I think he just might be. It’s gotten harder and harder for starting pitchers to achieve the numbers/stats/goals that used to be demarcation points for induction, like 300 wins, or 3000 strikeouts. I remember Lester getting mad at himself for not being able to get to the 200 innings plateau a couple of times in recent years. He had so much pride, and he had an old school mentality. He really was a bulldog on the playing field and you knew that even if he didn’t have his good stuff, or a great feel for his pitches that day, he would still most likely find a way to gut it out and get you 6 solid innings. I don’t know if he was the most significant free agent signing in all of baseball over the past 15 years, but he sure was a big signing for the Cubs, and I hope he enjoys his retirement.

        Reply
      • rememberthecoop

        1 year ago

        Where is this mute button you’re talking about? I don’t have it.

        Another thing I wish I had was the ability to delete a post of mine after it is published. Sometimes you realize later that maybe people took it the wrong way, or you just recognize that you were wrong. When that happens, a delete option would be appreciated.

        Reply
    • Davro

      1 year ago

      Cubs have zero regrets about signing Lester to that deal.

      Reply
    • rememberthecoop

      1 year ago

      You are just plain wrong when you suggest his Cubs career was a bust in the end. It was the best FA signing in Cubs history by far. You sound like a troll.

      Reply
    • sleepy bear

      1 year ago

      Massive bust? That’s a clown comment bro.

      Reply
    • Oldman58

      1 year ago

      77-44 with a 3.64 ERA as a Cub. They don’t win the WS without him. Some day take the time to watch a few baseball games then you might be able to have an opinion that makes sense

      Reply
    • paindonthurt

      1 year ago

      I made it to Midmorning before seeing an awful take on the inter webs. The Cubs would sign Lester a hundred times over for this deal. SMH

      Reply
    • acell10

      1 year ago

      Massive bust? you’re either being sarcastic or have no idea what you’re talking about

      Reply
    • jade 2

      1 year ago

      “”Massive bust?”
      Uh, Lester averaged 32 starts a year over the life of the contract with a 3.64 ERA. His only bad year was the Covid shortened 2020. He was arguably the best pitcher in the NL in 2016 the year they won it all. Every Cub fan would redo that contract in a heartbeat.

      Reply
      • RobM

        1 year ago

        My guess is he’s just trolling.

        Reply
        • YankeesBleacherCreature

          1 year ago

          I don’t think he is. Just terribly misguided. @TTO made another comment recently that paying Story at 3/$50 would be too much. He’s a NYY fan so I see a lot of his posts and a bad armchair GM’s he is.

  6. nats3256

    1 year ago

    This man ended the misery of both the Red Sox and the Cubs. how insane is that

    Reply
    • bostonbob

      1 year ago

      The Red Sox misery ended three years early. Try again.

      Reply
    • Michael Macaulay-Birks

      1 year ago

      I guess he helped keep the ball rolling but he was nowhere to be found on the 2004 team that beat the curse.

      Reply
      • 123redsox

        1 year ago

        Lester played a big role in 2007 and 2013!

        Reply
      • Fever Pitch Guy

        1 year ago

        Ironically if not for the union, Lester would have been traded to the Rangers along with Manny for ARod prior to the 2004 season. Sometimes you’re better off NOT getting what you wish for.

        Reply
    • gbs42

      1 year ago

      This isn’t an article about Theo Epstein.

      Reply
  7. mike156

    1 year ago

    Really solid career with many memorable moments. A few commenters seem to be angry with him, but I can’t understand why. Definitely not Hall-worthy, but so what? Interesting he retired just 12 K’s short of 2500.

    Reply
  8. carlos15

    1 year ago

    200 wins in the nose, great career

    Reply
  9. Poopscab13

    1 year ago

    Thanks for everything you’ve done for the Cubs!

    Reply
  10. mcmillankmm

    1 year ago

    Thanks for the great years in Boston, we will always love and appreciate you! Great career!

    Reply
  11. jt33nym

    1 year ago

    Nice career. Glad to see he got to a nice round number with 200 wins

    Reply
  12. Butch779988

    1 year ago

    Very nice career.

    Reply
  13. duffys cliff

    1 year ago

    Lester is right on the borderline for HOF for me. Part of it I think is pulling back the magnify glass. Lester was the ace on 2 World Series teams…and not only that, he gave legendary postseason performances. That going along with his numbers on the lower end of HOF worthy, but with his numbers as a modern pitcher being some of the best of this generation…I think he gets the call down the road, by some kind of modern day veteran committee.

    Reply
    • duffys cliff

      1 year ago

      Also, fun random fact: although he started 70 less games for the Cubs, Lester’s win percentage (.636) and ERA (3.64) are identical on the Red Sox and Cubs.

      Reply
    • Lyman Bostock

      1 year ago

      He wasn’t the ace on either of those World Series teams. In ‘07 he had about a 4.50 ERA in about 10 starts. Beckett was the ace on that staff. For the Cubs it was Arrietta.

      Reply
      • duffys cliff

        1 year ago

        He wasn’t in 2007 on the Red Sox, but he was in 2013. And he was in 2016 for the Cubs (although he and Arrieta were pretty equal). Arrieta was more a clear ace in 2015, his Cy Young year…but they were an equal 1-2 punch on the Cubs World Series team in 2016.

        Reply
        • tstats

          1 year ago

          Arrieta stole a CY from Greinke

        • mike127

          1 year ago

          Sorry—but Hendricks was even better than Arrieta that year—3rd in Cy Young voting and went into the last day of the season with an ERA under 2.00 (gave up four runs that day). That was clearly a solid 1-2-3 though.

        • JoeBrady

          1 year ago

          He shut out the Rox for 5.2 innings to win the WS for the RS.

        • duffys cliff

          1 year ago

          mike127 – actually that entire rotation was just incredible. Lester, Arrieta, Hendricks, Lackey, Hammel…what an absurdly good rotation. And such a good bullpen…and then they acquire Chapman at the trade deadline? Just so much pitching talent there all around.

        • rememberthecoop

          1 year ago

          You have got to be bleeping me! Arrieta had thr BEST second half of a season in the history of MLB that year. He was unreal that season. May of had some help as he went into the tank shortly after rumors surfaced. Still, no evidence so you must take it at face value. Simply one of the greatest pitching performances ever and I’m not one for hyperbally.

        • rememberthecoop

          1 year ago

          Not that year . sorry but Arrieta’s CY Young season goes down as one of the best in history. He was capable of a no-hitter every time he went to the mound that year.

        • GinaNCRaysFan

          1 year ago

          I’m up for some hyperbally, whatever that is

        • MWeller77

          1 year ago

          Hyperbally: Bally’s Sports Network, but in virtual reality, and/or after you drink 7 lattes, like Kramer in that one episode where he got free coffee at all the Java World locations

        • Lyman Bostock

          1 year ago

          Fair

      • rememberthecoop

        1 year ago

        Wrong. He was the ace of the Cubs. Yes, Arrieta’s Cu Young season was better than anything g Jon ever did, but once the postseason started, Lester was THE MAN.

        Reply
        • Dustyslambchops23

          1 year ago

          Does any of this matter? Having someone better in your team doesn’t take away Lesters accomplishments. Arrieta’s dominance didn’t impact Lesters performance

    • FredMcGriff for the HOF

      1 year ago

      Just think all the people saying Lester could be a HOF compared to Schilling who does in fact actually have the required numbers. But the BBWAA ignores it. Schilling should have been voted in last year. But these are the same dummies that took out a Kenny Lofton on his first ballot and almost did the same to one of the best defensive center fielders ever (Andruw Jones). Time for the players and not the writers to vote. Ozzie Smith for instance was elected almost entirely on his defense.

      Reply
      • duffys cliff

        1 year ago

        Kenny Lofton not making it past the first ballot was a travesty. When a veteran committee gets a chance to hear his case, he will certainly find his way into Cooperstown.

        Reply
        • Lyman Bostock

          1 year ago

          Dude I’ve been saying that about Lofton on this site for a long time. So much, that I was actually accused of being him lol

      • Peart of the game

        1 year ago

        Schilling is a bit of a head case and he somehow managed to destroy his case for election by saying all the wrong things. If he was simply able to keep his big mouth shut he’d be a hall of famer right now.

        Reply
        • JC#1

          1 year ago

          Peart – agreed! Players should be in the HOF based on there playing career and not personality.

    • miltpappas

      1 year ago

      The HOF? Uh, no. I realize that in this “Everyone gets a trophy” generation, players who hit more than 200 homers or win 125 games should be immortalized, but I’ve seen so much bull talk about players who “deserve” the HOF. When I start hearing names like B. Abreu, Grich, Bowa and Posada as HOF worthy, I give up.

      Reply
      • acell10

        1 year ago

        I love how you point to the everyone gets a trophy generation as the problem when the ones giving out those trophies are actually to blame.

        Reply
    • revolver

      1 year ago

      Hendricks and Arrietta were the aces. Lester was great but he was a #3.

      Reply
  14. RJNarvick

    1 year ago

    No Lester no ring in Chicago. Was a great free agent signing. Even in his last year Cubs won the division. He had dead arm the last two years in Chicago. I believe they sent him to the disabled list for it once. His performance suffered. Scherzer? Trillionaire team operator Mets fan? Lol.

    Reply
  15. 123redsox

    1 year ago

    One of my favorite players of all time. Played a big part in the sox 07′ WS, they wouldn’t have won without him in 2013 and he indirectly netted Rick Porcello who the sox wouldn’t have won a WS in 2018 without and he also won a CY young. THANK YOU JON LESTER!

    Reply
  16. Lyman Bostock

    1 year ago

    Pretty sure his results last year were telling him it’s time to go. But you wouldn’t get that from his statements. Either way, great career. Especially when he overcame cancer while in his prime.

    Reply
  17. 123redsox

    1 year ago

    So wished he would have come back to boston for 1 year. Between Lester and hill, the sox might have had 2 lefties that could combine to get their #5 spot for 162 games

    Reply
  18. rememberthecoop

    1 year ago

    Oh man, what can I say? As a Cubs fan, I respect the hell out of this man. He was the epitome of an ace, and as the article points out, was at his best when the chips were down. I will never forget what Lester did for my Cubs, and I wish him all the best in retirement. My neighbor’s kid had leukemia and got to meet Jon as part of the Make a Wish foundation. He said that Lester was just as great of a human being as he was a pitcher. Thank you Jonny for all you did both on & off the field.

    Reply
  19. Wiseoldfool

    1 year ago

    A winner on and off the field.

    Reply
  20. JoeBrady

    1 year ago

    Congrats to Jon. He’s likely not a HOF, but should definitely get some votes.

    Reply
  21. Old York

    1 year ago

    Good career but I don’t think he makes it to the HOF. With that said, I wouldn’t be surprised if they did elect him out of emotional reasons. It’s not like they haven’t done that in the past or allowed guys into the HOF who really shouldn’t be there.

    I’m looking at you:

    Freddie Lindstrom. Chick Hafey. Jesse Haines. George Kelly. Travis Jackson. Dave Bancroft.

    Reply
    • Lee Mazzilli for HOF

      1 year ago

      He falls in the Cone, Gooden, herschser, Kevin brown category. Really nice career but not a hof’r

      Reply
      • Ted

        1 year ago

        Even those guys all had elite peaks. Lester has never been the best pitcher in baseball, even for half a season. In twenty years is anyone going to say “ya know son, I remember the time I got to see Jon Lester pitch a game?” I doubt it.

        Reply
        • mike127

          1 year ago

          Ted–I’m sure there are thousands in Chicago and Boston that will. Nothing better than a Jon Lester fist/glove pump after a huge out to end an inning as he is walking off the field.

  22. zacharydmanprin

    1 year ago

    Fairly certain Oakland A’s fans aren’t awake, yet. Otherwise the comments would be flooded with sarcasm about the ESPN article referring to Lester as “the best playoff pitcher ever.”

    Reply
  23. The Saber-toothed Superfife

    1 year ago

    I blame Al.

    Reply
  24. 2012orioles

    1 year ago

    Every team needs a Jon Lester in the postseason

    Reply
  25. GETBUCKETS

    1 year ago

    Very good career. Idk about HOF, but still a fierce competitor and good career.

    One of the best postseason pitchers of our era I’ll add!!!

    Reply
  26. Barelybreathin

    1 year ago

    A HOF’er, but he couldn’t throw to first. He had many very notable events in his career. Congratulations Mr Lester on a great career.

    Reply
  27. FormerlyCubsWin108

    1 year ago

    congrats

    Reply
  28. Ƭ̵̬̊ Player Formly Known As MousecopƬ̵̬̊

    1 year ago

    He should’ve finished with the Cubs or Red Sox.

    Reply
    • The-Two-Germanys

      1 year ago

      I don’t know about finishing up there, but it would have been nice to see Lester suiting up as a Mariner at some point.

      Reply
      • Ƭ̵̬̊ Player Formly Known As MousecopƬ̵̬̊

        1 year ago

        Yeah that’s true. He’s from Tacoma that would’ve made sense.

        Reply
  29. bobtillman

    1 year ago

    His no hitter returning from his cancer scare remains one of the great Red Sox moments of all time, from Orsillo’s call (“as Red Sox Nation stands as one for John Lester”) to Francona running out of the dugout crying like a baby. An amazing moment.

    Reply
  30. Goose

    1 year ago

    I wouldn’t call Lester a HOFer but he had a consistent career.

    He had a .631 career winning percentage. Won 203 and lost 111. That is pretty good for a guy who never had a 20+ win season.

    In the argument with Fisk and Hurst for stupidest home grown FA the Red Sox let leave.

    Reply
  31. ohyeadam

    1 year ago

    Great career Jon! Congrats on all you accomplished these many years! Here’s to hoping the rest are even better for you:)

    Reply
  32. 30 Parks

    1 year ago

    All hail Jon Lester. Loved watching this guy pitch – all the best, Jon.

    Reply
    • 30 Parks

      1 year ago

      Lester pitched to exactly a .636 winning percentage and 3.64 ERA in each of his nine total years in Boston and six total years with the Cubs. That’s consistency.

      Reply
  33. hiflew

    1 year ago

    Tim Hudson is currently polling at less than 5% on the HOF ballot. I think he should get more support, but he is likely one and done. I suspect Jon Lester will get a little more support simply because he was on bigger market teams, but wasn’t any better than Hudson over his career.

    Reply
  34. Camden453

    1 year ago

    Lester will probably make the Hall of Fame. But will he do a Q & A with mlbtraderumors

    Reply
  35. Josh5890

    1 year ago

    Thanks for helping bring a World Series to Wrigley Field Jon!

    Enjoy retirement!

    Reply
  36. Northeasternskier

    1 year ago

    Had the pleasure to see his last game at Fenway in a Red Sox uniform, July 20, 2014 vs KC at Fenway. He has since outlived the opposing pitcher.

    He had an amazing pitching performance in game 5 of the 2013 WS.

    I will never forgive Ben Cherington and Lucchino for the trade.

    Reply
    • JoeBrady

      1 year ago

      That was on Larry. Jon’s opening offer was “they will have to tear this uniform off my back”. Larry’s counter-offer was to rip the uniform off his back.

      Reply
      • Fever Pitch Guy

        1 year ago

        When it comes to top players seeking 9-figure contracts, the owner always has final say.

        Just like I remind people that Henry gives Bloom a budget to work with, same deal with Ben. The Sox lowballed Lester for two reasons:

        1) They had just won the World Series, so they knew there wouldn’t be much fan or player backlash if Lester left.

        2) Lester made it very clear he didn’t want to pitch anywhere else, so the Red Sox assumed he would take a team-friendly deal just like Arroyo and Pedroia had done.

        Reply
  37. Jake1972

    1 year ago

    Great career with two great Teams that he enjoyed three championships with and I believe he will be enshrined into the Hall of Fame by the veterans and deserves the nod with the career he had.

    I see him becoming a pitching coach and helping a team like the Cubs develop homegrown talent which will help his Hall chances down the road.

    Reply
  38. 92jays

    1 year ago

    This guy used to own the blue jays when he was on Boston.

    Reply
  39. Manfred Rob's Earth Band

    1 year ago

    Anyone who buys beers for the fans as part of their going away should be 1st ballot HOF. Ok maybe not but wow this guy was the epitome of class for the Cubs and Red Sox organizations.

    Reply
  40. BeforeMcCourt

    1 year ago

    Helluva career, helluva story. Should be in the hall of very good but probably gets enshrined when you consider everything.

    No matter where you place him, he was THE guy you didn’t want to face when your team needed a win in October for a very long time. Amazing to think he pitched 16 years after a cancer diagnosis. Again, just a great story for a great career

    Reply
  41. duffys cliff

    1 year ago

    I think your initial comment is the one that’s off the mark. I’m sure for Lester, the current environment helped him make his decision…but I think it’s less of that and more that he’s in his late 30s and he’s ready to hang it up.

    Reply
  42. Sherm623

    1 year ago

    Bonafide basa$$

    Also came to the NL as one of the worst hitters in history and turned himself into a (relatively) tough out.

    100% Cubs HOF.

    Reply
    • Rsox

      1 year ago

      “Came to the NL as one of the worst hitters in history”

      John Burkett: “hold my beer”

      Reply
  43. terrymesmer

    1 year ago

    First-ballot Hall of Very Good, for sure.

    Reply
  44. RemoveManagerWinsFromTheRecordBooks

    1 year ago

    I like Full House only when I’m playing poker.

    Reply
  45. MWeller77

    1 year ago

    Also had the best pickoff move I’ve ever seen.

    I kid, I kid. Congrats to Lester on a terrific career.

    Reply
  46. Ron Tingley

    1 year ago

    Even though he only led the league in wins and hits given up once, he has had a Hall of Fame Career. 40 WAR might not be hall numbers (I believe 60 WAR is the avg, but players like Maz though huh) the consistency of success year after is hard to ignore. One of the last of his kind to go out on the mound and have enough stage presence and success to tell his manager to take a hike when they come to pull him. Once Verlander, Kershaw and Max are done the kids don’t stand a chance in this cancel world. Even throwing one of the best games of your life in the world series still gets you pulled. Way to go Cash, Blake should of told that dude to take a walk. He was gone from the team in the off season anyways. Every team would of enjoyed lesters success.

    Reply
    • mike127

      1 year ago

      Ron—excellent point about Verlander, Max, and Kershaw—once they are done everything changes.

      What starting pitcher that broke in recently is going to get close to 200 wins? Buehler? He has 40 through 3.5 years…….probably not.

      Heck, Lester finished with 200.wins

      Verlander has 226
      Max has 190 (and age is within one year of Lester)
      Kershaw has 183 (still younger, but health could be an issue)

      I think it’s a much closer call to the Hall than others. The only thing that separates especially Verlander and Max is the power and strikeouts.

      Lester is certainly a tick below those guys but is every bit as good as Schilling (even though Schilling’s career was four years longer)..

      Reply
      • Ron Tingley

        1 year ago

        I thought you were talking about Mark Buehrle, who definitely deserves to be in the HOF himself. Not sure if hes still on the ballot or not. Almost 60 WAR career himself. Took a long time for Jack Morris to get in the Hof,last year he was eligible I believe. Pitchers like Jack got the respect they rightfully deserved while playing. Once retired, not good enough. Hopefully the writers start recognizing this and get guys in that deserve it. BTW, Walker will be a HOF if he goes 12 years at this pace.

        Reply
  47. Rsox

    1 year ago

    Thanks for the No-hitter and 2 championships Jon.

    At least he was able to go out on his own terms rather than just fade into obscurity. It was terrible the way the Sox unceremoniously dumped him at the deadline in 2014 for Yoenis Cespedes but that trade basically turned Lester into Rick Porcello who helped win another championship.

    Reply
  48. agrorolm

    1 year ago

    Cubs pitching coach Tommy Hottovy better to do a formidable job this season or it is going to be his last. Cubs manager David Ross will put all the pressure in the world to have his buddy Lester back in his team again, as a coach. Lester is very well respected among players.

    Reply
  49. whyhayzee

    1 year ago

    Jon Lester is the type of ballplayer I think about when I think about the Hall of Fame. He was a bulldog competitor, consistently taking the ball throughout his career and giving his team everything he had in every game. His postseason pitching is nothing short of Hall of Fame level. His character is impeccable. He played the game right. There is nothing about him that is not Hall of Fame. You can quibble about his statistics not being good enough because that’s what everybody focuses on with the Hall of Fame. But baseball is more than statistics. He’s in my baseball Hall of Fame and that’s all that really matters. Good luck Jon Lester!

    Reply
  50. thecoffinnail

    1 year ago

    Lester should have waited for the lockout to end and sign a one day contract with the Red Sox. He should retire with them. It’s too bad they nickel and dimed him in his big free agent year. I despise the Sox but always had a ton of respect for him and Pedroia. They always seemed to put the team and baseball first. I watch players like Gary Sanchez, Aroldis Chapman and Gerrit Cole on the Yankees and wonder why I spend money on tickets. The lone team first player the Yankees have is Gardner and I have watched him constantly have to fight for a spot and deal with underpaying contracts. Ellsbury gets $150m and Gardy had trouble getting $50m. Absolutely baffled when that happened. I wish Hal would sell the team and take Cashman with him.

    Reply
  51. Curveball1984

    1 year ago

    Congrats to him. Not many guys can say in the modern era that they have a ring with both the Red Sox & Cubs. I could see him years down the line the Veterans Committee putting him in the HOF. And I still think he got robbed in 2016, he should’ve won the NL Cy Young.

    Reply
  52. jfive

    1 year ago

    Still cant believe he and his agent couldnt work out an endorsement deal with KFC & Budweiser

    Reply
    • YankeesBleacherCreature

      1 year ago

      It’s Boston Market and Samuel Adams FYP

      Reply
  53. pwndroia

    1 year ago

    I missed this guy in Boston. Great pitcher, great career.

    Reply
  54. YankeesBleacherCreature

    1 year ago

    Lester, Ortiz, Pedroia, Pedro, Nomar, Varitek, Wakefield, and some more. Boy… did I hate those guys but I have the greatest respect for them.

    Reply
  55. chace alexander

    1 year ago

    Hall of very good player at his all-time form who I can’t wait to see go based on current form.

    Reply
  56. $21002046

    1 year ago

    Very good pitcher, especially in the postseason. However,there are at least ten guys in the modern era more deserving and still not in the Hall, and most of them don’t belong either.
    So… no.

    Reply
  57. Highest IQ

    1 year ago

    I thought he already retired.

    Reply
  58. bluejays92

    1 year ago

    I’m not totally sure if he’s HoF worthy, but he’s definitely someone I wouldn’t be offended by seeing there if he was. Great career, It hurts knowing that the Blue Jays drafted current Red Sox pitching coach Dave Bush ahead of him lol.

    That 2nd round of the 2002 draft had some studs drafted out of high school in it: Votto at #44 overall, Lester at #57, and Brian McCann at #64. Then there was future Cleveland Browns quarterback Brandon Weeden at #71 lol.

    Reply
  59. lumber and lighting

    1 year ago

    Class act….Last time he retired he went around Wrigley Field bars and bought everyone a Budweiser.The gentleman spent 50 large on his way out of Chicago .Now that’s a legendary move..

    Reply
  60. Willed

    1 year ago

    Imagine Lester or Flaherty pitching in the NL wildcard game. The Cardinals win it and go on to face the Giants in the NLDS.

    Reply
  61. formerdraftpick

    1 year ago

    Can’t wait to see him in the HOF. I hope he knows the tickets are $28 to get in.

    Reply
  62. phillyballers

    1 year ago

    Wish I were joining him in retirement.

    Reply
  63. Mystery Team

    1 year ago

    I see many questions about the HOF and honestly when baseball started letting guys like Baines, Edgar Martinez, and Alan Trammell in they made it the Hall of Good so to Lester I say why not they’ve let worse in.

    Reply
    • LordD99

      1 year ago

      So I gather you also would strongly be against Ortiz making the Hall if they hadn’t let in Trammell and Martinez?

      Reply
    • slimmycito

      1 year ago

      Edgar Martinez? What is your issue with him getting in? Lol. Dude raked

      Reply
  64. slimmycito

    1 year ago

    I do not like the Red Sox at all, and I’m not a Cubs fan, but I’ve always respected Jon Lester as a pitcher. Good luck in retirement, you had a nice career.

    Reply
  65. lumber and lighting

    1 year ago

    Does 200 wins and 3 rings get you in the HOF?In todays game pitchers aren’t winning 20 gms at the clip they used too for 120 yrs.Maybe in 25-30 yrs from now,200 wins will be few and far between.I will never understand why teams weren’t running on every pitch he threw.Dude experienced the RedSox & Cubbies World Series droughts come to an end.Made 2 huge metropolis shake the monkey off their backs.

    Reply
  66. AusBball

    1 year ago

    Great player. Loved what he did for the Cubs

    Reply
  67. Butch779988

    1 year ago

    Lester-Hall of the Very Good.

    Reply
  68. KD17

    1 year ago

    Lester was such a great surprise his rookie year and then a hero for beating cancer.

    Everything else was just baseball and he loved playing it. Lucky guy and whether anyone votes for him or not, he’s still a lucky guy and someone to be admired for his resilience.

    He should be remembered for the pleasure he gave fans with the way he approached the game, the friendships he built within the sport and his tenacity when the chips were down!

    He was a guy I loved going to the park to watch and teach my sons about never giving up!.

    Reply
  69. stgpd

    1 year ago

    Fierce competitor. Good luck to him

    Reply
  70. bcjd

    1 year ago

    One of my all time favorite players. Loved what he did for my Sox, and proud of what he did for Chicago. I wish him all the best in his future career.

    Reply
  71. cwhoswims

    1 year ago

    I thought it was crazy to read Jon Lester and Hall of Fame in the same sentence and then I read the comments and saw that some of you all are actually trying to seriously argue that he should be there.

    Have you all gone mad? The guy rankes 149th in Career JAWS for SP. One-hundred. Forty. Ninth.

    And before you start saying “blah blah blah different era blah blah blah….”
    ….Verlander, Scherzer, Kershaw and Greinke all outrank him on that list. By a WIDE margin. So does Roy Halladay. So does Sabathia. So does Johan Santana (whose career ended far, far too early). Tim Hudson outranks him. Cole Hamels outranks him. Mark freaking Buehrle outranks him.

    And before you say, “blah blah blah Jack Morris blah blah blah….”
    …yeah, I don’t think Morris belongs in the Hall either.

    Lester had an excellent career, there’s no doubt, and I am a “Big Hall” person, for sure. But anybody who says he is a Hall of Famer (or even one of the top 5 of his era) really needs an eye test without the rose colored glasses on.

    Reply

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