What it will take to close the Epstein deal

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What it will take to close the Epstein deal

Sometime within the next 48 hours, Theo Epstein is expected to smile for the cameras.

With flashbulbs popping all around the stadium club, Epstein will pose for the before picture at the news conference where the Cubs will introduce him as their next head of baseball operations.

The after picture whether Epsteins hair turns gray or the stress of the job starts to show on his youthful face could be telling. This city demands nothing less than another World Series title from the 37-year-old executive.

What it will take for the Cubs and Red Sox to close this deal is gradually coming into focus. High-ranking officials from both sides remained underground over the weekend. On both days there were SUVs parked in the reserved spots for employees near the entrance to Wrigley Fields administrative offices.

As much as Cubs chairman Tom Ricketts and team president Crane Kenney would no doubt like to take a victory lap, there remains the matter of compensation, what it will take to pry Epstein from the final year of his contract.

Its also unclear if Epstein will be able to bring any Red Sox staffers along with him to Chicago. Sources continue to insist that Brett Jackson is untouchable and not part of the discussions.

Jackson generated 20 homers, 58 RBI, 21 stolen bases and a .379 on-base percentage in 115 games split between Double-A Tennessee and Triple-A Iowa last season. The Cubs believe that their 2009 first-round pick out of Cal-Berkeley could make the big-league club out of spring training.

The Red Sox are believed to be focused on Trey McNutt, a 22-year-old right-hander who is arguably the organizations best pitching prospect. The 32nd-round pick seemingly came out of nowhere (Haleyville, Ala.) in 2010 and went 10-1 with a 2.48 ERA and 132 strikeouts in 116.1 innings.

McNutt dealt with injuries in 2011 and didnt really build off that breakout season, finishing at 5-6 with a 4.55 ERA at Tennessee. But theres still enough upside where the Cubs could think hed eventually be part of their 2012 staff and refuse to give in to Bostons demands.

Either way, it will likely take two prospects. The Marlins set that baseline when they lured Ozzie Guillen from the South Side to South Beach.

A source familiar with the negotiations said that the Cubs are reluctant to give up anyone wholl be on their 40-man roster this winter. In that sense, Josh Vitters and Matt Szczur are viewed as unlikely to be included in the deal.

Vitters, the third overall pick in the 2007 draft, has been slower to develop. But hes still only 22 and team officials believe hes maturing.

Vitters is currently playing in the Arizona Fall League after hitting .283 with 14 homers and 81 RBI at Tennessee. He could probably use a full season on the Triple-A level in 2012. The Cubs will risk losing him if they dont sign him to the 40-man roster.

Szczur, a two-sport star at Villanova, has a unique contract that requires him to be moved to the 40-man roster this offseason. That was part of the recruiting pitch to give up his NFL ambitions and focus only on baseball. The 22-year-old outfielder finished last season at Class-A Daytona.

While the Red Sox examine the system, they will find intriguing players from the 2011 draft. Ricketts told his scouting department to take chances last summer and find more impact players. The chairman authorized close to 12 million in bonuses.

Those players cannot be traded until a year after the day they signed their contracts. In theory, a player could be labeled to be announced in the final Epstein settlement. But the Red Sox wouldnt want to take on the injury risk or stash him at a Cubs affiliate for almost the entire 2012 season.

A source predicted that the Red Sox will play this exactly like the agents at the signing deadline, waiting until the last minute to get the best possible deal for their clients.

There was no rush to hold a press conference on Sunday, with the Bears playing in primetime and the New England Patriots and Dallas Cowboys featured in another marquee game. Why compete with the NFL for attention?

A harder deadline will come before Wednesday, when the World Series begins and Major League Baseball forbids teams from making formal announcements. There are no games scheduled for Tuesday, and then commissioner Bud Selig imposes his news blackout.

While the tone of these negotiations made headlines, the big picture is that the Cubs and Red Sox have already found so much common ground. There is a motivated buyer and a determined seller. Everyone agrees that Epstein now belongs in Chicago.

Winter meetings preview: Why teams will find trying to copy a ‘Cubs Way’ rebuild is easier said than done

Winter meetings preview: Why teams will find trying to copy a ‘Cubs Way’ rebuild is easier said than done

Add this to the long list of things the Cubs will have going for them when they defend their World Series title: All those teams that aren’t really trying to win in 2017.

Tanking helped the Cubs become the third team in major-league history to win at least 100 games within four years of a 100-loss season, a stunning turnaround that became part of the backdrop during the labor negotiations.

A copycat industry saw The Cubs Way and the Houston Astros launching into playoff contention, how the restrictions on spending in the draft and on the international market – and the dramatic disparities in bonus pools – heavily incentivized losing under the previous collective bargaining agreement.

Listen to the party lines this week when Major League Baseball takes over National Harbor outside Washington, D.C., all the winter meetings talk about asset management, fiscal discipline and opportunity costs.

“The way the front offices have evolved, and what owners are maybe looking for in their executives,” Cubs president Theo Epstein said, “it’s a ‘league of planners’ now.”

“There’s not necessarily that like urgency to put a team on the field that can win right now. So that makes certain trades a little bit more difficult. But it maybe creates some opportunity, too.

“Anything that gives you benefit can also be taken to an extreme. It should be a cycle where there’s a mix of teams with longer-term planning and some with some immediacy.”    

The Washington Nationals are chasing the Cubs, reportedly in the mix for Chris Sale and Andrew McCutchen as the White Sox and Pittsburgh Pirates shop their face-of-the-franchise players. The New York Mets know who they are, already striking a four-year, $110 million deal to bring back Yoenis Cespedes and pair the dynamic slugger with all their young power pitchers.

But look around the winter meetings and almost half of the National League will be focusing on 2019 and beyond.

The Philadelphia Phillies have essentially no financial commitments for their 2018 Opening Day roster – and zero players left from their 2008 World Series championship team. The Atlanta Braves – once a franchise model for consistency – lost 188 games across the last two seasons as they lined up talent for their move into a new Cobb County stadium in 2017.

The Milwaukee Brewers and Cincinnati Reds lost 183 games combined this year and have general managers heading into their second full seasons on the job. But David Stearns and Dick Williams don’t have the instant credibility Epstein’s baseball-operations group did after winning World Series rings with the Boston Red Sox. Or the big-market resources to sign frontline pitcher Jon Lester to a $155 million contract, the way the Cubs did at the 2014 winter meetings, accelerating their process.   

The Arizona Diamondbacks are now on their fifth GM (Mike Hazen) since the middle of the 2010 season, which means starting over again in the desert. Except for the players the San Diego Padres are paying to play somewhere else – like James Shields and Matt Kemp – they don’t have any long-term financial commitments on their roster.

It’s always nice to have a plan. But saying the White Sox should blow it up is so much easier than actually going through with a blockbuster Sale trade and building methodically for the future.

“We feel fortunate,” Epstein said. “We had a lot of people in the organization who did a wonderful job – and we also caught some good breaks along the way. Looking back on it, we hit at a much higher rate on some trades and some picks than we reasonably could have expected to – and that made it happen quicker.

“There were days in the beginning – and even like towards the middle of the process – where we’d stare up at the board, look at the 2015 roster, the 2016 roster a few years out and not know where all the impact talent was coming from. Or we’d have some real clear deficiencies on the club, even as we hoped it would come together.

“Those weaknesses were gradually filled with really good players. We’re just lucky that we made plenty of mistakes, but were able to cover those up with some acquisitions who blossomed. To do it quickly, there’s not much margin for error.

“I’m glad we’re in a different position now. But I’m also glad that we went through it, because it was a really fun, gratifying, unifying process.”

Even The Plan had to be readjusted once Epstein began to realize some of the franchise’s spending restrictions from the Ricketts family’s leveraged partnership with Sam Zell’s Tribune Co.

Epstein also had to fire three managers (Mike Quade, Dale Sveum and Rick Renteria) before hiring Joe Maddon, who only became a free agent because Andrew Friedman left the Tampa Bay Rays to run baseball operations for the Los Angeles Dodgers in October 2014.

It took guts to draft Kyle Schwarber fourth overall in 2014 – and some luck the year before when the Astros passed on future MVP Kris Bryant with the No. 1 pick.  

Where would the Cubs be if the Randall Delgado deal with the Braves hadn’t collapsed in the summer of 2012? And Ryan Dempster hadn’t approved the trade to the Texas Rangers that yielded Class-A pitcher Kyle Hendricks?

No one predicted Triple-A pitcher Jake Arrieta would someday win a Cy Young Award when the Cubs flipped Scott Feldman to the Baltimore Orioles in July 2013.

“The messaging in your clubhouse is really difficult,” Cubs GM Jed Hoyer said. “The messaging to your fan base is really difficult. Fans grow to like players on their team. And when you trade away the guy whose jersey they just got for Christmas – or you trade away a guy’s friend and mentor in the clubhouse, whoever that might be – that’s hard messaging. And I think you have to try to be transparent about it.

“But it is difficult. And I don’t think every rebuilding situation is going to work. You’ve got to hit on a lot of different transactions. You’ve got to fix your culture after you’ve taken a step backwards. There are a lot of different steps to getting it right.”

In this climate, even the game’s economic superpowers are turning conservative. The New York Yankees became trade-deadline sellers for the first time in a generation, moving closer Aroldis Chapman to the Cubs while collecting long-term assets like shortstop Gleyber Torres, who’s now the youngest MVP in Arizona Fall League history.

The Los Angeles Times recently reported the Dodgers face a mandate to reduce debt to comply with MLB rules, leading to an austerity program that could slash payroll from around $300 million in 2015 to somewhere closer to $200 million by 2018.      

After years of living beyond their means – and winning four consecutive division titles between 2011 and 2014 – the Detroit Tigers are facing a financial reckoning that could lead to a teardown.

The Cubs still need more pitching, but they already have: arguably the game’s best collection of young talent; a patient, stable ownership group; a creative front office that skillfully blends scouting and analytics; a three-time Manager of the Year; a strong coaching staff; an All-Star infield; a rotation stocked with Cy Young Award candidates; an iconic stadium anchoring the $600 million Wrigleyville development; and a new TV contract on the horizon.

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Once again, the Cubs should benefit from zigging while so many of their competitors are zagging.

“A number of teams have done a good job of it and been successful,” Hoyer said. “I think we’re one of those teams. But the idea that you can rip the Band-Aid off, be bad for a couple years, make some trades and always end up on the positive side – I don’t think that’s realistic.”

How Cubs are setting the expectations for winter meetings

How Cubs are setting the expectations for winter meetings

The billionaire owners and millionaire athletes wisely decided to not stop all that momentum after a World Series that beat the NFL’s “Sunday Night Football” in head-to-head TV ratings, attracted more than 40 million viewers for Game 7 and turned the 2016 Cubs into legends.

The owners and the players’ union avoided a foolish labor war, crafting a new five-year collective bargaining agreement that should unleash teams that had been waiting to see the rules of engagement, spur the free-agent market, accelerate trade talks and ignite Major League Baseball’s signature offseason event.

The Cubs can go viral seemingly anywhere now – “Saturday Night Live,” Disney World, “The Tonight Show,” the Latin Grammys, an Indiana-North Carolina basketball game, “The Ellen DeGeneres Show,” “Jimmy Kimmel Live!” – but don’t expect them to own the winter meetings this time.

As a $10 billion industry begins to descend upon National Harbor in Maryland on Sunday, Cubs officials won’t feel any of the urgency that fueled the spending spree that nearly totaled $290 million and helped end the 108-year drought.

“We said at the time that we did two offseasons worth of shopping in one offseason last year,” general manager Jed Hoyer said. “We really liked the talent available to us last offseason. It was a very good free-agent market. We felt like building upon a 97-win team that got to the NLCS but was swept. We wanted to improve some of the deficiencies on that club and really push forward.

“We were really aggressive with what we did last offseason. We told everyone at the time that we felt like we were kind of shopping for two offseasons.

“So with that in mind, I don’t expect nearly the activity we had a year ago.”

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Sensing the pitching market might erupt at that point, the Cubs pushed to close John Lackey’s two-year, $32 million deal in early December, before the winter meetings in Nashville, Tennessee, and Zack Greinke’s anticipated decision between the Los Angeles Dodgers and San Francisco Giants. Hours after the Lackey news broke, the Arizona Diamondbacks shocked the baseball world when word leaked out that Greinke had agreed to a six-year, $206 million megadeal.

The perfect storm brought Ben Zobrist to Chicago, once the Cubs finally engineered a Starlin Castro trade at the winter meetings, with the New York Yankees being the only team willing to absorb $38 million, give up a useful pitcher (Adam Warren) and take a chance on the former All-Star shortstop. Zobrist turned down $60 million guaranteed from the Giants and New York Mets, taking a four-year, $56 million deal and delivering a World Series MVP performance.

The opt-out clauses within Jason Heyward’s eight-year, $184 million contract don’t seem so inviting anymore – and he said those weren’t important to him anyway – but he provided Gold Glove defense in right field, called that pivotal team meeting during the Game 7 rain delay in Cleveland and should rebound after the worst offensive season of his career.

The Cubs have no expectations that Dexter Fowler’s market will again crater to the point that he will accept a $13 million guarantee in spring training, moving on with a center-field timeshare between Jon Jay and Albert Almora Jr.

“The bulk of our heavy lifting is done,” Hoyer said. “But I think that was done 12 months ago. It will be a quieter winter than last offseason.

“We’re always listening. If good ideas come to us – or we come up with good ideas – we’ll share them with other teams. But fans shouldn’t expect a flurry of things, because they got that 12 months ago.” 

Fans also won’t be getting crash courses on labor relations and lockout implications. A game that can be slow, boring and stuck in its ways can’t waste the energy and excitement that created crossover moments like LeBron James showing up at the United Center in a Cubs uniform.

“There’s no doubt that it was an amazing postseason all around,” Hoyer said. “Baseball really showed itself in the best possible light, ending with a Game 7 that we happened to win. But win or lose, that was one of the greatest games ever played. Baseball is certainly going to be on a high going into spring training.

“Baseball is definitely in a great place right now.”