Never Bet Against Jon Lester

Jon Lester, 36, is probably in the final year of a free agent contract that has aged as well as he has. When you sign a guy like Lester to a six-year deal, you hope to get the best years up front and maybe win a championship (check, check), and then you hope he can age gracefully and still provide you with value in the middle or back of the rotation for the remaining years (check so far).

I say it’s probably the final year of Lester’s deal because there’s a team option for 2021 that would amount to a $15 million decision for the Cubs ($25 million deal, $10 million buyout), but when you consider the AAV implications, it seems unlikely that the Cubs will pick that up barring a monstrous season – the kind of season that might trigger the option automatically anyway (200+ innings and it kicks in (Lester hasn’t hit that level since 2016)).

That is to say, unless Lester absolutely explodes this year at age 36, he’s probably hitting free agency for the second time in his career.

But hey, he sure does look physically really good in camp, doesn’t he? And would you completely rule out a guy like Lester – with his skill and craft and knowledge and competitiveness – putting together a season that justifies giving him 200 innings?

Lester did put together another really solid season in 2019, with peripherals that strongly suggested he was the victim of at least a little bad luck. His expected wOBA was a touch better than what he actually gave up, and his LOB% and BABIP were also a touch higher than would’ve been justified by the quality of contact:

(via FanGraphs)

Despite that, he still gave the Cubs 171.2 innings of nearly 3-WAR baseball with a near league-average ERA.

This is a great read from Steve Greenberg at the Sun-Times on Lester, his life, his career, his teammates, and his manager. You should very much check it out today.

Lester talks about his sporting life, and how he was perceived as a future solid number three starter or so, and how that motivated him to compete. The motivation is still strong, and he wants to get to 30 starts again this year, for the 13th season in a row.

“I like my teammates to know that, every five days, I’m going to be there for them,” he told Greenberg. “That’s something I pride myself on, something I work toward. I want everyone in the Cubs organization, and especially everyone on that field, to know that, when my turn comes, I’m going to be running out there and giving it everything I have.”

I doubt anyone has ever thought anything else. And in a sport where so much of the ultimate success is found at the slimmest of margins, it’s never going to hurt a guy like Lester to be extra competitive, to take every possible (legal!) advantage, to prepare and work like no one else. Whatever happens this year, we’ll always look back on Lester thinking these things. It’ll make for some very fond memories.

But it’s not over yet. Lester is here for at least one more year, and when he can make Kris Bryant drop a swear (even if he’s only quoting someone), then clearly, he’s still doing something right.

“When I first got here, I was like, ‘This guy’s so mean,’” Bryant said of Lester, per the Sun-Times. “He just mean-mugs you all the time. But as I got to know him, I realized how unbelievable the guy is in everything that he does. He’s provided so much for this organization and team, and people want to say he’s on the downturn? I see this guy every day. Just because it could be his last year, he’s not like, ‘I’m good.’ He’s like, ‘No, I’m going to make this the best damn year I’ve had here.’ I would never bet against Jon Lester.”

Same.

written by

Brett Taylor is the Lead Cubs Writer at Bleacher Nation, and you can find him on Twitter at @BleacherNation and on LinkedIn here. Brett is also the founder of Bleacher Nation, which opened up shop in 2008 as an independent blog about the Chicago Cubs. Later growing to incorporate coverage of other Chicago sports, Bleacher Nation is now one of the largest regional sports blogs on the web.

more cubs news

Now We Know Why Ian Happ Was Removed Mid-game

In the top of the seventh inning of today's 8-3 win over the Miami Marlins, Alexander Canario trotted out to left field in place of Ian Happ. At first, we thought (or maybe just hoped) that Craig Counsell was giving...

Enhanced Box Score: Cubs 8, Marlins 3 – April 19, 2024

And just like that the Chicago Cubs are the first team in the NL Central to reach 12 wins! They're not technically in first place yet because the Brewers (11-6) have played fewer games, but we're talking about a matter...

Nico Hoerner and Dansby Swanson with Back-to-Back Slick Defensive Plays

With a lefty Marlins starter on the mound this afternoon, Nico Hoerner lead off today's game for the Chicago Cubs. And he did it in style, ripping a leadoff double to the left-center field wall, before coming into score a...

Pre-Gamin’: Marlins at Cubs – Lineups, Broadcast Info, Game Thread

*The Cubs were rained out yesterday, but today? Today, we've got a Friday 1:20 start at Wrigley Field, and that means all is right in the world. Before you take a look at the Cubs lineup against Miami, check out...

MLBits: The White Sox Might be the Worst Team Ever, What Games I’m Watching this Weekend, More

Happy Friday! Well, for everyone except for the pilots who were supposed to be manning the Colorado Rockies flight last week but instead allowed a member of the Rockies coaching staff to hop in the pilot's seat for a fun...

Can I Interest You in a Positive Injury-Update on Justin Steele?

Justin Steele, arguably the single most irreplaceable player on the Chicago Cubs 2024 roster, went down with a hamstring injury just 4.2 innings into his Opening Day start against the Rangers on March 28. In his place, the Cubs sixth...

FAA Reportedly Investigating How a Passenger on Colorado Rockies Team Flight Was Seen Accessing the Cockpit

If you do this job long enough, it's really wild to see the range of topics that can somehow become attached to sports. That is to say, I did not envision myself at some point writing about flight safety, cockpit...

Cubs Farm Report | April 19, 2024: Kevin Alcántara is Heating Up!

The Iowa Cubs were rained out, but the rest of the farm was in action, and so was Kevin Alcántara, who picked up four hits and now has seven in his last three games as he breaks out of an...

It’s Not Kyle Hendricks Last Chance (But…), Ben Brown, Jameson Taillon, and Other Cubs Bullets

Well, the rain stole one from us yesterday, which is a blessing and a curse. On the bright side, the bullpen gets an extra day of rest (on top of the day Hayden Wesneski bought them). But on the flip...

The Chicago Cubs Are Not Stealing Bases So Far This Year

The Chicago Cubs are against theft. Of bases: https://twitter.com/codifybaseball/status/1781046629103231339 The Chicago Cubs this year have stolen just three bases, the fewest in all of baseball. Dansby Swanson has stolen two bases, Nick Madrigal has stolen one. That's it. I don't...

Latest News

Knicks vs. 76ers: Free Live Stream, TV Channel, How to Watch

In Game 1 of the opening round of the NBA Playoffs, the New York Knicks will go up against the Philadelphia 76ers.In their last time out, the Knicks won on Sunday 120-119 against the Bulls in overtime. The 76ers' last...

Dodgers vs. Mets Prediction: Expert Picks, Odds, Stats & Best Bets – Saturday, April 20, 2024

The New York Mets (11-8) and Harrison Bader, coming off a four-hit game, are underdogs (+157) on the moneyline and will look to upset the Los Angeles Dodgers (12-10) on Saturday at 4:05 PM ET on WPIX.Los Angeles' Gavin Stone...

Diamondbacks vs. Giants Prediction: Expert Picks, Odds, Stats & Best Bets – Saturday, April 20, 2024

The Arizona Diamondbacks (10-11) and Ketel Marte (four hits last time out) are favored (-122) on the moneyline for their matchup with the San Francisco Giants (9-12) on Saturday at 4:05 PM ET on ARID.Arizona's Zac Gallen and San Francisco's...

Astros vs. Nationals Prediction: Expert Picks, Odds, Stats & Best Bets – Saturday, April 20, 2024

The Houston Astros (7-14) are favorites (-181) on the moneyline when they take on the Washington Nationals (8-11) Saturday at 4:05 PM ET, live on SCHN.Houston's Ronel Blanco and Washington's Trevor Williams have been named the starters for this contest.Astros...

Pirates vs. Red Sox Prediction: Expert Picks, Odds, Stats & Best Bets – Saturday, April 20, 2024

The Pittsburgh Pirates (11-9) stumble into Saturday's matchup with the Boston Red Sox (11-10) looking to break a four-game losing streak. The contest starts at 4:05 PM ET on SportsNet PT with the Pirates listed as -121 favorites to right...

Astros vs. Nationals Probable Starting Pitchers – April 20

The Houston Astros (7-14) visit the Washington Nationals (8-11) for an away game at Nationals Park on Saturday. First pitch is at 4:05 PM ET.The Astros will give the nod to Ronel Blanco (2-0, 0.86 ERA), who is eyeing win...

Diamondbacks vs. Giants Probable Starting Pitchers – April 20

The San Francisco Giants (9-12) play at home against the Arizona Diamondbacks (10-11) at Oracle Park. The game is set to begin at 4:05 PM ET on Saturday.The Diamondbacks will give the ball to Zac Gallen (3-0, 1.64 ERA), who...

Dodgers vs. Mets Probable Starting Pitchers – April 20

The New York Mets (11-8) visit the Los Angeles Dodgers (12-10) on Saturday at 4:05 PM ET and look to build on a five-game winning streak.The Dodgers will give the ball to Gavin Stone (1-1, 3.68 ERA), who is eyeing...

Pirates vs. Red Sox Probable Starting Pitchers – April 20

The Pittsburgh Pirates (11-9) look to end a stretch of four losses as they match up against the Boston Red Sox (11-10) on Saturday at 4:05 PM ET.The Pirates will call on Mitch Keller (2-1) versus the Red Sox and...

Cubs vs. Marlins Prediction: Expert Picks, Odds, Stats & Best Bets – Saturday, April 20, 2024

The Chicago Cubs (12-7) hope to avoid an upset as -205 favorites when they take on Bryan De La Cruz (with homers in two straight contests) and the Miami Marlins (4-16). First pitch is at 2:20 PM ET Saturday, live...

more cubs news