The Definitive Ranking of Every 21st Century Red Sox Team, Part 1

With only 8 days to go before the pitchers and catchers (finally) report to Fort Meyers, and with the truck officially on its way to Florida, you can almost feel spring in the air. Unless of course, you live in the New England area, where you can’t feel anything because you’ve been shoveling nonstop for the past three weeks and your hands are numb from frostbite. That being said, the Boys of Summer are almost back in business, hoping to avenge last season’s less than stellar title defense in their attempt to go from worst to first to worst back to first. While we wait for the snow to melt and for the Red Sox to get back to work, it’s at least worth noting that this has been a run of success by the club not seen since the beginning of last century. Sure, there have been bumps along the road, but it’s safe to say that these last 15 seasons have been, generally, quite successful. Without further ado, let’s rank them in order from best to worst, because what else is there to do in February a week before Spring Training starts?

Tier 1: The Cellar Dwellers

15. 2012

How they finished: 69-93, 5th in the AL East, missed postseason
Team MVP: Ben Cherington, for this trade.
Team LVP: Bobby Valentine, for crap like this.
AKA: “The Season from Hell”

14. 2014

How they finished: 71-91, 5th in the AL East, missed postseason
Team MVP:
Brock Holt
Team LVP:
A.J. Pierzynski
 “Worst to First”

I’m going to lump these two seasons together because not only are they the two last place bookends on the Red Sox’s 2013 championship run, but also because they are the two worst baseball teams I can remember supporting, though the way in which they were bad were markedly different from each other. 2012 was, for all intents and purposes, the year from hell. Following 2011’s epic collapse and the firing of two of the administrative cornerstones (Theo Epstein and Terry Francona) of the only two championship teams the franchise had seen in over 90 years, the Sox decided the time was right to place their fate in the hands of Bobby Valentine. The result? The Red Sox had their worst season in 52 years, with players constantly at odds with their new manager leading to this leaked video of the team clubhouse in mid-May. Fortunately, new GM Ben Cherington was able to somewhat salvage things by blowing up the roster and freeing up a ton of the budget with the Gonzalez/Crawford/Beckett megadeal that set up the following season’s title chase. 2014 was less hectic but the on field product was equally pathetic. After everything went right the previous year, nothing did in Boston’s title defense. A punchless offense (they posted the franchise’s lowest team wRC+ of the century) and a midseason firesale depleted the Sox of much of their talent, and they sank slowly and surely to the bottom of the standings.

Tier 2:  The 80 Win Club

13. 2001

How they finished: 82-79, 2nd in the AL East, missed postseason
Team MVP:
Manny Ramirez
Team LVP:
The Disabled List
Jinxed and Cursed”

Everyone is going to remember this season as the one where Nomar’s career changed for the worse and Pedro’s body finally began to give out, and rightfully so. In what seemed like one fell swoop, the franchise’s two cornerstones over the previous several seasons were wiped out. Garciaparra was injured by a fateful fastball in spring training by then Orioles pitcher Al Reyes, breaking the shortstop’s wrist one week after the infamous “A Cut Above” SI Cover was published. Nomar played only 21 games all season long, and was never the same following the injury. As if it wasn’t bad enough losing Nomar, the Sox lost Pedro to a shoulder injury, and Martinez only started 18 games. Like Nomar, Pedro was never quite the same follwing this season. But those weren’t the only two players to get hit with the injury bug; no Red Sox pitcher topped 200 innings, and only Hideo Nomo, who threw a no hitter against the Blue Jays in his Red Sox debut that I only vaguely remember, made more than 30 starts. Joe Kerrigan took over the team in interim after manager Jimy Williams was fired mid season, and the club promptly went 17-26 the rest of the way. The lesson to be learned here is never to let Joe Kerrigan finish anything, especially not a Major League season. The best part of this season was Dante Bichette’s bat twirl and Carl Everett confessing he doesn’t believe in dinosaurs. Oh, and Manny Ramirez beginning his Red Sox career by hitting home runs like these and tossing up a .305/.406/1.014 line. So maybe it wasn’t all bad.

12. 2006

How they finished: 86-76, 3rd in the AL East, missed postseason
Team MVP:
David Ortiz
Team LVP: 
Carl Crawford (Yes I know that happened in 2005, but it ruined Clement’s career, so I’m carrying it over)
“Desperate Times Call for a Mirabelli Police Escort”

After a ridiculous offseason where Theo Epstein quit, then maybe didn’t quit, was seen roaming around Boston in a gorilla costume, and was possibly behind the scenes orchestrating the Josh Beckett/Mike Lowell/Hanley Ramirez and Bronson Arroyo/Wily Mo Pena blockbusters, the Red Sox finally got down to buisness. Of course, when you’re dealing with Even Year Beckett (seriously, go look at that guy’s stats and see the disparity between his odd year performances and his even year performances) and the most reliable pitchers on your roster are 39 year old Curt Schilling and Jonathan Papelbon before his arm fell off that September, you’re probably not making it to the postseason no matter how many home runs Big Papi hits (for what it’s worth, he hit 54 dingers, a Red Sox single season record). This season was, to use a term I hate, a bridge year, as Epstein was in the process of re-branding the team in a new, more metric friendly image. Without the arms to supplement an up and down offense (they had the worst team ERA of the last 15 year stretch), the Sox floundered down the stretch and missed the playoffs. When the enduring image of a baseball season is shuttling a backup catcher through the city via police escort so he can get to the game on time because he’s apparently the only person on planet earth who can catch your fifth starter’s knuckleball, things probably didn’t go all that well.

11. 2000 

How they finished: 85-77, 2nd in the AL East, missed postseason
Team MVP: Pedro Martinez
Team LVP: Ramon Martinez
AKA: “At Least We Have Pedro and Nomar”

To be fair to the 2001 team, they still managed to win 82 games despite missing two of their three best players for much of the season. While the 2000 didn’t have Manny being Manny, they were still only able to muster three more wins despite Pedro and Nomar having transcendent seasons. Pedro was electric once again, posting a 1.74 ERA (!) and Nomar hit .372, the highest number by a right-handed hitter in the postwar era. Unfortunately for the Sox, their second best offensive player was Carl Everett, and this was the season where everyone collectively realized that Wilton Veras wasn’t going to be any good. The lack of pop in the lineup showed, as the team managed a measly isolated power of .156 (better only than the 2014 and 2012 teams). The rotation relied on stalwarts such as Jeff Fassero, Rolando Arrojo, and Ramon Martinez, who served as the Fredo to Pedro’s Michael. Fun fact: this was also John “Way Back” Wasdin’s last go around in a Red Sox uniform, as he was traded to Colorado midseason.

10. 2010

How they finished: 89-73, 3rd in the AL East, missed postseason
Team MVP:
Adrian Beltre
Team LVP:
The Disabled List, again
“The Team Where Everyone Got Hurt at the End”

Adrian Beltre is probably the lasting image from this season, as the third baseman spent most of his only season in Boston putting dent after dent in the Green Monster. Beltre instantly became a fan favorite, even if he attempted to murder Victor Martinez a half dozen times. The problem with this team stemmed from a serious wave of injuries that derailed an otherwise talented club. Kevin Youkilis and Dustin Pedroia missed a combined 147 games, and though Ortiz ended up with 32 home runs he struggled mightily out of the gate. The team was middle of the pack offensively, and while Jon Lester and Clay Buchholz shined in the rotation and John Lackey ate up 215 innings, the rest of the rotation was mediocre and Papelbon posted his worst season in a Red Sox uniform. Ultimately, injuries to two franchise cornerstones submarined the team’s late season push, though they stick in my mind for lasting longer in the playoff race than anyone expected given the rash of injuries.

Tier 3: 90 in the Regular Season, 0 in the Postseason

9. 2005

How they finished: 95-67, 2nd in the AL East, swept in ALDS by CHW
Team MVP:
David Ortiz
Team LVP:
Wade Miller
“The Season After”

Here’s the part of the rankings where things start to get interesting, mostly because the teams go from “wildly mediocre” to “pretty good”. The 2005 team was Boston’s first title defense in 86 years, and while on the whole they performed pretty effectively by tying the Yankees for first in the division but having to be shuffled to the Wild Card spot due to head to head record, it was clear that they were a step below the quality of their predecessors. Ortiz and Ramirez were monsters yet again in the middle of the lineup, each posting an OPS+ of over 150. Offensively, this was the final season of a three year run from 2003-2005 that saw the Red Sox lead the majors in OPS and wRC+. This season the Red Sox managed to place second in the MLB by the latter metric, trailing only the Yankees. It was fortunate that the offense was so effective, because the pitching staff was a total mess. The only player to make multiple starts and have an ERA under 4.15 was Jonathan Papelbon, who made 3 starts and 14 bullpen appearances with an ERA of 2.65. With Schilling attempting to return from ankle surgery (and doing so with limited effectiveness), the Red Sox were forced to turn to David Wells’ neck fat and Tim Wakefield to carry the rotation. Newly signed Matt Clement got off to a hot start but then was hit in the face by a line drive right before the All-Star break and his season and career dropped off of a cliff. Keith Foulke, an October hero in his own right from the previous year’s championship run, was abysmal and lost his closer role to reliable Mike Timlin within a couple of months. Mark Bellhorn, keeping in line with players suffering from some sort of World Series hangover, was useless. He struck out 109 times in 335 PA before being relieved in favor of a Tony Graffinino/Alex Cora platoon. When the team finally did make it to the playoffs, they were handled easily by the White Sox, with the lasting memory being a Buckner-like moment in Game 2 involving a slow roller and Graffanino’s legs. At the end of the day, this was more or less a less impressive version of the 2003 team.

8. 2009 

How they finished: 95-67, 2nd in the AL East, swept in ALDS by LAA
Team MVP:
Kevin Youkilis
Team LVPs:
Brad Penny and Daisuke Matsuzaka 
“That Time We Bet the Season on John Smoltz’s Corpse and Rocco Baldelli and Thought it Would Work Out”

The alternate title for this team says it all. The 2009 Sox, while talented, had a few gaping holes at key spots and while they did make the playoffs, they ultimately sunk to a team they had owned in the postseason up to that point. Epstein made a big splash in the middle of the season by trading since returned pitcher Justin Masterson and a couple other prospects for then Indians C/1B Victor Martinez. The move was much needed with Jason Varitek in his age 37 season and David Ortiz struggling through his worst season as a member of the team. Martinez raked once joining the Sox, putting up a .336/.405/507 line in 56 games. Jacoby Ellsbury also burst onto the scene as a full time player, hitting .301 and swiping 70 bags. Again, this was a solid team up and down the roster, however a revolving door at shortstop was part of the reason why the Sox finished the season 26th in the MLB with -42 Defensive Runs Saved. And other than solid seasons from Beckett and Lester, the rotation was a mess thanks to a washed up John Smoltz and a 25 lbs. overweight Brad Penny. The final result? A sweep at the hands of the Los Angeles Angels of Anaheim of California of the United States.

7. 2002

How they finished: 93-69, 2nd in the AL East, missed postseason
Team MVP:
Derek Lowe and Pedro Martinez
Team LVP: 
Tony Clark
“The Team That Was Better Than You Remember”

This is the part where I’ll be expecting to catch some flack in the rankings. Right now you’re probably saying “Greg you colossal idiot, how can you rank a team that didn’t make the playoffs ahead of a couple of teams that did?” You might have a point, but go do the research. The 2002 Red Sox were probably better than you remember. According to Baseball Reference, the 2002 team had a Pythagorean W-L of 100-62. The only team on this list with a better Pythagorean W-L? The 2007 Red Sox. On one hand, that means the Sox were more than a little bit unlucky in ’02, underperforming by 7 wins. On the other hand, the Sox had expected Tony Clark to play well that season, so maybe they dug their own grave in a few ways. What this team did better than any other Red Sox team in the 21st century is pitch. Their 3.75 team ERA was third in the AL that year (they were also third in the MLB in FIP) and is the best mark of any team on this list. While wins may be an irrelevant stat nowadays, that doesn’t change the fact that the Red Sox had two 20 game winners on the roster, as newly converted starter Derek Lowe won 21 games and Pedro won 20. Even Tim Wakefield had a career year, posting a 2.81 ERA while shuttling back and forth between the bullpen and the rotation. This was the final year of the Dan Duquette era and the first year of the Henry/Werner/Lucchino ownership group, and spurred on a stretch where the Red Sox won 90-plus games 7 out of 8 years. They may not have made the playoffs, but they were certainly good enough to be in the conversation, and good enough to be put ahead of the 2005 and 2009 teams.

6. 2011 

How they finished: 90-72, 3rd in the AL East, missed postseason 
Team MVP:
Jacoby Ellsbury
Team LVP: 
“Chicken and Beer”

This is probably the most divisive team of this century. You could argue they should be anywhere between 6th and 10th on this list, and make a pretty good case. I wrote about that season on my old blog back in September of 2011 (Warning: only click on that link if you want to see angsty teen ramblings about a bunch of millionaires not winning a game…actually you probably shouldn’t click on it at all if you know what’s good for you) and it currently stands, given the expectations surrounding the team, the second most disappointing season of any team I have ever supported. At the same time, this is possibly the second or third most talented team the Red Sox have had in the 21st century. This team had not one but THREE legitimate MVP candidates. Jacoby Ellsbury inexplicably hit 32 HR, swiped 39 bags, and put up an insane .321/.376/.552 line. Had the Red Sox made the playoffs, he likely would have been named the AL MVP. Dustin Pedroia hit 21 homers and had a career year, outperforming his 2008 campaign where he won MVP. Adrian Gonzalez slowed as the season wore on, but still managed to post a .338/.410/.548 line. Even David Ortiz was impressive, finishing second on the team to Gonzo with a 154 OPS+. Beckett had a sub-3 ERA, and between April 16 and August 1st the team went 81-42, a 107 win pace. The only problem is that the Red Sox didn’t show up for the first two weeks of the season, getting off to a 2-10 start, and went 7-20 over the final month of the season. On August 31st, the Sox stood at 83-52, still on pace for 100 wins. Their collapse was blamed on a variety of off field issues, but really the issue was that the Red Sox were relying on guys like Kyle Weiland, Andrew Miller, John Lackey who was working with an elbow in need of Tommy John surgery, and a 44 year old Tim Wakefield to carry them to the playoffs. When the rotation collapsed, the bullpen followed suit, and the result was one of the worst stretch runs in major league history. But when this team was on its game from mid-April to August? They killed everybody. The only 21st century Red Sox team with a higher wRC+? 2003’s Murderers Row. The only 21st century Red Sox team with a higher offensive WAR? 2013’s Swiss Army knife. This was a team that dominated for the majority of the season. If it wasn’t for a couple of key injuries to important arms, this team could have found itself at the top of the list. The result may not have gone perfectly, but when I think about pure talent, 2011 is right at the top of the list.

Check back tomorrow for Part 2


Hot Stove Shuffle

While things may have cooled down at the moment, the Red Sox certainly have had a busy offseason so far, busy enough at least to prompt an email chain between Greg and Pat. Here’s what we had to say about the Sox winter so far:

Greg: STUFF HAPPENED. Also, let me be the first to welcome you to the blog!

Pat: I KNOW (and thank you).  Well, sort of. I was working full time last semester, and apparently checking Twitter and doing research on baseball-reference is frowned upon in the corporate world. Wanna fill me in on the latest Sox moves?

Greg: Ah, the joys of Co-op, Anyways you’ve only missed a few major moves, and by a few I mean three. The Red Sox shored up their pitching staff by first shipping Rubby De La Rosa and Allen Webster off to Arizona for starter Wade Miley (a move I really liked) in mid-December before turning around around the next day and finally trading Yoenis Cespedes along with Alex Wilson and minor league right hander Gabe Speier for Rick Porcello (a move I REALLY liked). Oh and they picked up Justin Masterson by inking him to a one year, incentive laden deal. It was a busy few days to say the least.

Pat: Nooooooo Rubby! Loved that guy, thought he was going to be mini-Pedro. Solid pickups, though, so maybe it was worth it.
I was really worried about the rotation -never mind the bullpen, which is too frightening to think about- going into this offseason, especially after the losing out on Lester. But those moves were a huge step forward. Porcello can be dominant at times, Miley is a workhorse, and Masterson has had some sneaky good stretches over the past couple years.
Though the moves last month helped, I still don’t think the rotation is where it needs to be. You can’t win in October with just a solid rotation. You need at least one, preferably two, elite blue-chip starters on your staff. Is Clay Buchholz really going to be our elite guy? Can Porcello take a big leap? I doubt it. If only there was an ace lefty on the market who loved Boston, was loved by Boston, and publicly said he’d love to be here…

Greg: We’d offer him the same amount that we offered Josh Beckett four years ago!I agree that the bullpen could use some work. Koji looked tired at the end of last season and as he hits 40 he isn’t getting any younger or more effective. Tazawa is still here, but Breslow is gone (though he never recovered from his World Series meltdown anyway), Miller is gone, even Wilson gave some solid innings out of the ‘pen. I guess it’s going to be Burke Badenhop time! Get excited!

Seriously though, while Miley and Porcello  aren’t #1 starters, their peripheral stats indicate they could have success in Boston. Both guys are sinkerball, grounder inducing types who pitch to contact. Both were in the top 25 among qualifying starters last season for groundball to flyball ratio, with Miley (16) posting a 1.99 mark and Porcello (T-25) posting a 1.80 mark.
Although Miley’s ERA went up nearly a full run from 2013 to 2014, he duplicated his 3.98 FIP, meaning he might have just had some poor luck. He also posted a career best in K/9. Hell, Fangraphs pointed out that his stats since 2012 aren’t that far off from Jeff Samardzija. If nothing else, he’s a solid #3 starter who’s ability to keep the ball on the ground is going to be useful with Hanley Ramirez patrolling left field.
As for Porcello, he’s coming off a career year and is only 25, so needless to say I’m pretty psyched about that. But you’re right, unless Clay Buchholz decides to A) pitch 200 innings this year (if you believe that I have several bridges to sell you) and B) look like the guy from the first few months of 2013 and not whatever the heck that was that took the mound last season, the Sox seem like they might be a pitcher short.

Pat: No matter what happens with Buchholz, I still am pretty content with the current state of the rotation. For as long as I can remember, depth and consistency have been the Sox’ biggest issues when it comes to their starting five. This was more evident than ever last year. The Sox had nine pitchers start ten or more games. Now, trading away 3/5 of their starting rotation certainly had a lot to do with that, but the lack of reliable arms was frightening. Of those nine pitchers, all but Lester and Lackey had an ERA well above 4.00. Four of them had an ERA over 5.00. Yikes.

To put that putrid pitching into perspective, their AL East counterparts featured rotations such as the Orioles (six starters with over ten starts, only one with an ERA over 4.00), the Rays (six starters over ten starts, only three with an ERA above 4.00), and the Blue Jays (five starters over ten games, only two with an ERA above 4.00). The Yanks similarly had nine pitchers with 10 or more starts, but when looking at their top 7 pitchers in regards to amount of starts, only two had an ERA over 4.00, and three of them had a sub-3.00 mark. You just can’t compete in a division with that type of pitching when you’re counting on guys like Allen Webster and Brandon Workman to be pillars of your rotation.

Barring any injuries, they now have a solid core of pitchers with proven track records to build around. Yes, they are in desperate need of an ace, but at least we won’t have to flip to NESN at 7:00 each night without having the slightest clue whose turn it is to give up 4 runs and 7 hits in 5 innings. They still have some work to do, but there are plenty of big names available on the free agent/trade market (see: Hamels, Cole or Shields, James “Big Game”). Even if they strike out in free agency, the Sox have a surplus of offense to trade away this offseason or sometime before the trade deadline. With a stable of both young and veteran position players, the Sox should have a few viable options to find their head of the rotation and shore up their pitching staff.
Greg: I’m glad you brought up the Orioles, because that’s a rotation that I actually point to with regards to the way this Red Sox staff could potentially perform next season. Who was the “ace” of that staff last season? Chris Tillman? Wei Yin-Chen? Bud Norris? Kevin Gausman was great in his 20 starts, but he didn’t exactly carry the staff. Generally speaking,Orioles starters outperformed their peripherals by a wide margin, and that solid performance coupled with an offense that led the American League in runs scored despite injuries to Machado and Wieters and a no show year from Chris Davis was enough to push them to the ALCS.

I know I might be being a little bit pessimistic here, but even with the acquisitions of Ramirez and Sandoval I’m worried about the offensive side of things. Ortiz is pushing 40, Pedroia’s OPS has been steadily declining since 2011, Ramirez has struggled to stay healthy (and isn’t exactly the best guy to have around in the clubhouse),  Castillo is a huge question mark…it feels like a lot is riding on Mookie Betts to improve on what we saw from him last year (which, granted, was impressive) and Xander Bogaerts to improve on a disappointing rookie season.

Pat: The Sox offense has A LOT of variables, but plenty of upside. Given Ortiz’s age, the only hitter we can safely say for sure will produce is newly acquired Sandoval. Even if Papi does what he usually does, that leaves 7 big question marks in their lineup. Not great.
Good news is, though, just like the rotation, the Sox have plenty of options in their lineup. Just take the outfield for example. Hanley, Castillo, Craig, Nava, Betts, Bradley Jr., Victorino. That’s six, SIX, major league capable players. The veterans have injury issues and the young guys are unproven, but that’s a really solid mix of veteran and young talent that I’m hopeful Farrell can figure out how to use. I’m thinking the opening day lineup will be Hanley-Castillo-Victorino, but given age and performance, I think all 3 positions are up for grabs throughout the year.
I’ll let you tackle the infield and catchers, but one quick word about Pedroia. I’m terrified. He looked straight up below average last year, and the sad thing is, it doesn’t appear to be an anomaly. As you pointed out, he’s been trending steadily in that direction. If this was Mike Napoli, I’d say whatever, replace him with Nava or someone and we’ll be fine. But this is our de facto captain and the heart and soul of our club. Our Jeter. With Betts waiting in the wings and not much room for him in the outfield, how much time does Pedey have left? Does he make through this season as an everyday starter? I honestly don’t know.

Greg: I’d be shocked if Pedroia isn’t the starting second baseman by season’s end as long as he’s not injured. I think what Betts gives the Sox is flexibility, because he can not only play the outfield (and I believe he should start over Victorino, who’s coming off back surgery), but he can also sub in for Pedey when the latter is feeling banged up, which is especially useful considering Pedroia’s tendency to play through injuries whether doing so is actually helping the team or not.

Other than that, the infield will likely look similar to last year except for third where Sandoval’s slightly above average production and solid glove will be a massive upgrade over what the Sox got from that position last year. Holtmania is looking like an odd man out, Bogaerts will hopefully be manning shortstop full time after being inexplicably usurped by Stephen Drew in the middle of last season, and Middlebrooks has been exiled to San Diego for veteran catcher Ryan Hanigan (playing the David Ross role this year) after another lost season at the plate.
Losing Middlebrooks for nothing hurts, not only because of the potential he flashed in 2012 before suffering a wrist injury or because of the constant butting heads with Red Sox coaching, but because now this means we lost Jenny Dell for nothing.

Pat: At this point, all we can do is speculate how this team is going to piece together. Are guys like Pedroia and Ortiz going to start REALLY showing their age? Can young studs Mookie and Xander take a leap forward? Can you compete in October with just a “solid” rotation? Or are the Sox still looking to land an ace? Who knows.

We’ll obviously tackle these questions and much more as the offseason progresses, but for now, I think it’s safe to say we’re a lot better off than we were in September after a disastrous title defense. I’m excited to see where this team can go. We certainly have the major league talent and minor league trade bait to field a legit contender. And if the baseball gods conspire against us once again, at least it can’t be as bad as last year, right? Right?
Greg: Right. And even with Scherzer off the market as of yesterday, there are still a plethora of pitching options to be had, either on Scherzer’s new team or elsewhere. Like you said, the pieces are in place for a solid foundation, and if nothing else it’s good to see that the team is at least being proactive this offseason. We’ll have to wait and see, but I wouldn’t be surprised if there’s one more move to come before pitchers and catchers report.

So…Now What?

After a long wait, it’s official: John Lester is signing with the Chicago Cubs for the hefty price tag of $155 million spread out over six seasons (with a vesting option for a seventh year). He is not coming back to the Red Sox after all, not for the six year, $135 million final offer Boston made, which was $20 million less than the Cubs’ offer and $33 million less than San Francisco’s Godfather offer of 7/$168 mil. If you believe what the baseball community has been saying all along, and there’s no reason not to, this signing will finally open the flood gates on the starting pitching market and allow several more moves to be made.

Lester’s decision leaves the Sox with a starting rotation that, as of today, consists of Clay Buchholz, Joe Kelly, Rubby De La Rosa, and then two of the wildly underwhelming trio of Anthony Ranaudo, Allen Webster  and Brandon Workman. To be totally honest, I could replace everything in that previous sentence with the exception of the first five words with “in a tough spot”, because that’s precisely where the Red Sox stand right now with regards to their starting pitching. While they have addressed their flaccid lineup from last season with the acquisitions of Hanley Ramirez and Pablo Sandoval about two weeks and a half weeks ago, Boston’s rotation leaves much to be desired.

Before we get into what comes next for the Sox, it’s important to clarify that they brought this problem on themselves. All that Boston’s brass had to do was approach Lester with a reasonable offer in the spring, and all of this could have been avoided. Instead, Lester was offered the same amount of money that J.D. Drew signed for almost eight years ago. As Jeff Passan of Yahoo! Sports pointed out, had the Red Sox made relatively market competitive offer, there’s a good chance he would have re-signed. But they didn’t, he didn’t, and that’s how you get left with Clay Buchholz and his 5.34 ERA as your de facto ace.

Losing out on Lester means the Red Sox are losing out on a homegrown talent who spent eight and a half of his nine seasons with the club and was a part of two World Series championship teams. Sentimentalism aside, statically Lester is one of the best left-handers  in the game, a horse who has averaged 32 starts and 207 innings per season since 2008.

Lester enjoyed his best season in 2014, setting career bests in innings pitched, ERA, ERA+ (which adjusts for park factors), and strikeout to walk ratio. 2015 will be his age 31 season, meaning that the Cubs will have signed him through at least his age 37 season.

Assuming Lester can stay healthy (and he’s shown no reason why he can’t), this should be a solid deal for the Cubs, even though there will likely be a drop off in performance in the back half of the contract.

If nothing else, the Red Sox can take solace knowing that last season was the first season in which either Lester’s FIP or ERA was under 3.00. While Lester is a very good pitcher with terrific postseason performances who has been relatively consistent over the course of his career, last season stands out in some ways compared to past seasons. Whether Lester’s pinpoint control last season was the result of his maturation as a player and mastering of the cut fastball (a project that had been a few years in the making) or just an outlier only time will tell.

Regardless, there is no question that the Red Sox will sorely miss Lester’s steady hand in the rotation unless they can find a suitable replacement (or two). Fortunately, there are a few options for the club in both free agency and the trade market.

The most obvious candidate to fill the void left by Lester is Max Scherzer. The free agent right hander blossomed over the last couple seasons in Detroit, winning the 2013 Cy Young. Scherzer followed up his award-winning campaign with another excellent season in 2014, with a stat line that approached his career numbers from the previous year. While he would certainly be a welcome addition to a beleaguered group of starters, he also carries a much heavier price tag despite being only half a year younger than Lester. If the Red Sox weren’t willing to go over $135 million for the known commodity that Lester represented, it’s highly unlikely that they will be willing to pony up another $70 million for Scherzer.

A step down from Scherzer would be James Shields. The 32 year-old right hander will be entering his age 33 season in 2015, though he, like Lester, has proven to be both a workhorse and a highly effective pitcher. Since 2007 Shields has averaged 223 IP per season, and hasn’t thrown less than 203 innings in a season over that span. Mileage may be a concern here, though the Sox may be forced to bite the bullet and take that chance because, well, just look at the names I listed in the second paragraph of this column. Shields was reportedly going to sign soon after Lester’s decision was made, so we’ll have an answer as to whether the Red Sox are interested in the guy who beat them in Game 7 of the 2008 ALCS fairly soon.

After those two pitchers, the market becomes a lot more muddled. It is likely that the Red Sox will try to make moves on a reclamation project/low-end starter to try to fill out their rotation (aka the Edinson Volquez All-Stars). Boston has already reached out to this class of free agents, offering former member Justin Masterson (who they dealt away in 2009 as part of a year and a half Victor Martinez rental) a multi-year deal. Masterson struggled mightily last season, posting 5.88 ERA between the Indians and Cardinals while walking 4.8 batters per nine innings. Despite the sky-high ERA, Masterson’s FIP was only 4.50. While that’s not exactly a great number either, the fact that it is a good deal lower than his ERA points to some bad luck to go along with diminished control. The stats back this theory up: Cleveland was third to last in the AL in defensive efficiency and dead last in the AL in defensive runs saved. Masterson still struggled in St. Louis, one of the better defensive teams, but ultimately one could conceive of a scenario where Masterson returns to the effective pitcher he was in 2013.

Then of course, there’s trades. With Yoenis Cespedes both expendable and presenting the most value of the Red Sox outfielders, he has found himself at the center of a great deal of rumors ranging from the Mets (who weren’t interested after all) to the Reds (maybe interested?) to a Cespedes/De La Rosa to the Tigers for Rick Porcello (which, while floated out there, has been considered “not hot” by the Boston Herald’s Michael Silverman) to a Cespedes/Ian Kennedy swap with the Padres. Kennedy would be an interesting pickup; he won 21 games in 2011 with Arizona and last year benefited from the friendly confines of the spacious Petco Park while posting a career best 9.27 K/9. Jeff Samardzija was another attractive avenue, though the A’s already decided to partner up with some different Sox. The biggest potential trade would involve bringing the Phillies Cole Hamels to Boston, though that reportedly would require the Red Sox selling the farm. Hamels would be an ideal candidate to replace Lester as a bona fide left handed ace with playoff seasoning coming off another excellent campaign and with four years of team control at a reasonable rate. It is unlikely, however, that the Red Sox would be willing to budge on their stance of refusing to trade either Mookie Betts or Xander Bogaerts, making Hamels, like Scherzer, a pipe dream.

Regardless of the path the Red Sox do take, one thing is painfully clear: that lowballing Lester last spring was a dubious move at best, and one that will almost certainly come back to haunt them if they are unable to find a quality arm or two to help fill out their starting rotation. The options are out there, it will be up to Ben Cherington to take advantage.