Cubs

Scott Boras unveils sales pitch for Jake Arrieta: Welcome to 'Playoffville'

Scott Boras unveils sales pitch for Jake Arrieta: Welcome to 'Playoffville'

ORLANDO, Fla. – Right from the beginning of these high-stakes negotiations, Scott Boras so obviously wants to play one free agent against another, implicitly contrasting Jake Arrieta’s big-game experience as a Cub with Yu Darvish’s awful World Series performance for the Los Angeles Dodgers.   

“I don’t want address a specific franchise,” Boras said. “But in the law, we call it ‘res ipsa loquitur.’ It speaks for itself. I said earlier in the season that while we can’t talk about nuts with the exception of squirrels and trees, I just say this: Jake Arrieta, he’s a big squirrel with a lot of nuts in his trees.”    

Rocking a bright blue sport coat, a white dress shirt and jeans, the super-agent stood outside the Waldorf Astoria Orlando on Wednesday afternoon and delivered a State of Boras Corp. address for roughly 45 minutes, dropping all sorts of metaphors about the gated community he calls “Playoffville.”

Boras spun it like this at the general manager/ownership meetings in Florida: To move to a better neighborhood – and get improved services, a new sense of security and a higher overall net worth – you have to pay more property taxes.  

That sales pitch will go nowhere with Cubs chairman Tom Ricketts and president of baseball operations Theo Epstein, who have overseen a renaissance at Wrigley Field, take the long-range view and understand the luxury-tax implications in the collective bargaining agreement and how that limits ways to acquire more talent.

“First of all, you have to give Theo and Tom a great deal of credit,” said Boras, who routinely criticized Cubs ownership during the rebuilding years. “They may have increased their franchise value by a billion dollars in three or four years. They have a new TV contract coming up. And they have this amazing group of everyday players that are young, gifted. They have all these choices.

“This isn’t the Windy City. This is the economic hurricane in Chicago of what the Cubs have done. It is something where with the value of the franchise, the amount of money rolling in, the revenues annually, in the future, the Cubs can do whatever they choose to do in this free-agent market and the next one. To not have championship pitchers on your team – there aren’t many of them.”

Well, the Cubs still have Jon Lester and Kyle Hendricks, who combined already own four World Series rings, but this stump speech wasn’t really for a Chicago audience, anyway. Boras needs to appeal to the type of team the Cubs used to be, desperate to finally win a World Series and convinced this will be the year. Boras can also market Arrieta as a Lester-like presence worth the nine-figure investment for the rotation, around the clubhouse and in October.

“There is no one with the championship-caliber numbers of Jake Arrieta in this market,” Boras said. “We know that. We have seen what great talents do in the postseason. Some do really, really well and they take that environment and win with it. And others in that environment with great ability do not do anywhere near that.    

“The goal is to win now with this team. I don’t think there’s any general manager, manager, anyone that doesn’t want a guy that’s going to win World Series games for you and elimination games.”

It’s different when Arrieta has already done it for you – from winning the 2015 National League wild-card game to beating the Cleveland Indians twice on the road in last year’s World Series – and will be 32 next season.  

[MORE: How the Jose Quintana deal changed everything for the Cubs

But Boras – who could slow down the entire winter when his clients also include J.D Martinez, Eric Hosmer, Mike Moustakas and Greg Holland – will find a team that believes it’s one pitcher away from winning the 2018 World Series.     

“I go back to Cleveland,” Boras said. “If Jake Arrieta doesn’t win Game 6, they don’t win. And there’s a lot of pitchers who do not win Game 6s or 7s and their teams lose and they don’t become world champions.

“Other organizations are seeking that. When you have a guy like that out there, I don’t know why you would not want him – and want him long-term – because he brings a dimension to you that few teams have.”  

The Dodgers just lost a seven-game World Series where Darvish – a heralded trade-deadline addition and the other top-of-the-rotation talent now on the open market – got 10 outs combined in two starts against the Houston Astros.

The Dodgers haven’t won a World Series since 1988 and Boras obviously rolled with a question about moving from “Playoffville” to “Championship Town.”

“There are lessons about who pitchers are in the postseason,” Boras said. “There is that defined group of stellar pitchers, Cy Young types who have won the award, been in the voting for two or three years. They are really, really good at performing at high levels during the season, and that’s a great value to a franchise.

“And then there’s the ultimate cherry on top of those pitchers that have the ability to perform in the postseason where they distinguish themselves from all others. That’s winning elimination games.

“You look at (Justin) Verlander. You look at (Madison) Bumgarner. You look at Arrieta. They have separated themselves from the pack. They’ve won the big games. They’ve won the World Series games.

“And I think when owners are looking for not only great performance to elevate them into the postseason – excuse me, ‘Playoffville’ – the theme of it is that those big games, those pivotal games where you’ve got leads, and you know how to keep ‘em, your team is winning those games.

“That, to me, is where value is for an owner. They’re all hunting for the trophy. They’re all hunting for those moments.”

This angle just might work, but it's just so much harder to see it with the Cubs when Arrieta already helped them build their dream house and put down roots in "Playoffville."

Cubs reportedly interested in adding Yu Darvish to starting rotation

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USA TODAY

Cubs reportedly interested in adding Yu Darvish to starting rotation

The Cubs aren't expected to bring back Jake Arrieta. But what about adding the other top pitcher on the free-agent market?

According to a Saturday report from The Score's Bruce Levine, the Cubs are showing interest in Yu Darvish, who they recently saw in the National League Championship Series against the Los Angeles Dodgers.

Darvish joined the Dodgers in the middle of last season after spending five and a half years as a Texas Ranger. He pitched Game 3 of the NLCS against the Cubs, holding that unusually cold lineup to just one run in 6.1 innings at Wrigley Field, helping the Dodgers reach the World Series. Darvish pitched twice in the Fall Classic against the Houston Astros, taking losses both times and twice failing to get out of the second inning against his old division rivals, including in the decisive Game 7.

The 31-year-old Darvish has been excellent since coming over from Japan ahead of the 2012 season. He's been named to four American League All-Star teams and finished in the top 10 in AL Cy Young voting in each of his first two seasons. He missed the entirety of the 2015 campaign with an injury.

Darvish has a 3.42 career ERA in his five big league seasons and three times has struck out more than 200 hitters in a season, including a baseball-leading 277 in 2013.

Along with Arrieta, Darvish is expected to fetch a huge payday this offseason. The Cubs' reported interest could show that they're not finished adding to their pitching staff despite signing four arms in recent weeks. Tyler Chatwood was a free-agent addition to the starting rotation, bringing the number of spoken-for spots there to four, with Chatwood joining Jon Lester, Kyle Hendricks and Jose Quintana as rotation locks. Brandon Morrow and Steve Cishek were added to the bullpen, while Drew Smyly — who's expected to miss the entirety of the 2018 campaign while recovering from Tommy John surgery — was signed with eyes on 2019.

After Mike Montgomery's desire to be a starter or go somewhere where he could be was reported during the Winter Meetings, there was a thought he could be the answer at the No. 5 spot on the starting staff. But this reported interest in Darvish — not to mention the team's previously reported connections to free-agent starter Alex Cobb — could mean the Cubs are still looking to add a big name to make the rotation more closely resemble what it looked like in recent seasons with Arrieta in the mix.

The Epstein's front office certainly has options, and the team has frequently voiced its confidence in Montgomery as a starter. But the team, for all its additions, has yet to make a splash this offseason. Stay tuned.

Jon Lester: The most important signing in Cubs history

Jon Lester: The most important signing in Cubs history

Jon Lester became the most important signing in Cubs history when he agreed to a six-year, $155 million contract to be the ace of the Cubs.

He spurned his old team — the Red Sox — along with a handful of other teams ready to pony up the nine-figure deal necessary to acquire the frontline starter. By choosing the Cubs, Lester accelerated Theo Epstein & Jed Hoyer's famous "Plan," legitimizing Chicago as a free agent destination and as an up-and-coming perennial playoff team.

"This signing really marks a transition of sorts for the Cubs, the start of a period where we are clearly very serious about bringing a World Series to the Cubs and the people of Chicago," Epstein said back on Dec. 15, 2014.

Inking Lester to a megadeal was a calculated risk, but all $100 million contracts are. Here's a closer look at the Cubs 100 million dollar men:

Nov. 30, 2006 - The Cubs introduce Alfonso Soriano

Back in 2007, the Cubs needed to make a splash and did so by signing the top free agent hitter on the market.

The Cubs inked Alfonso Soriano to an eight-year, $136 million dollar contract — then, the largest in franchise history. The Cubs had their leadoff hitter — fresh off becoming the fourth member of the 40-40 club — to go along with a new manager in Lou Piniella. Soriano made two All-Star teams for the Cubs in 2007 and 2008 while playing a key role on both division-title winning teams.

However, his time with the Cubs will often be remembered by his offensive decline, his subpar play in the outfield, and his eventual trade to the Yankees. While his overall body of work was statistically respectable, his output did not match the $136 million the Cubs invested in him.

Dec. 15, 2014 - The Cubs introduce Jon Lester

Like the signing of Soriano, the reeling in of Lester to Wrigley Field was paired with the hiring of another new big name manager, Joe Maddon.

Three years into his megadeal, Lester is 43-25 with a 3.33 ERA in 96 starts. The 2016 All-Star and Cy Young runner-up has done some of his best work in the postseason, where he's 3-1 with a 1.98 ERA in his last nine postseason appearances — three of which came in the 2016 World Series.

Lester's tireless work ethic off the field and his veteran influence in a young Cubs clubhouse has made this signing a smashing success. 
    
Dec. 15, 2015 - The Cubs introduce Jason Heyward

One year to the day after introducing Lester, Jason Heyward met with the Chicago media after signing an eight-year, $184 million contract — the richest in franchise history.

Heyward was coming off one of his best offensive seasons (.289, 13 HR, 60 RBI with the Cardinals) and his third Gold Glove in four seasons but the prized free agent struggled from the start in Chicago. Taking Heyward away from the Cardinals and signing baseball's top free agent prize ended up creating an outfield log jam in Chicago.

Heyward's speech during the rain delay in Game 7 against the Indians will most likely end up being the highlight of his Cubs career. The post-World Series championship offseason storyline of Heyward rectifying his broken swing was entertaining to follow on social media, but his 2017 slash line of .259/.326/.389 is clearly not worth the $184 million he signed for.

The future is now

"I believe in the plan that they have in place for the future of the Cubs."

That's what Lester said back on Dec. 15, 2014.

That statement still holds true today. Lester remains the anchor of the Cubs staff surrounded by Kyle Hendricks and Jose Quintana with reinforcements on the way. Regardless of any additions or subtractions, the Cubs will again be one of baseball's World Series favorites entering 2018 and the reliable lefty will be at the center of it all.

Halfway home, the $155 million deal has been "smart money" spent on Lester, the most important signing in Cubs franchise history.