Hahn faces tough decisions on A.J., Peavy, Youkilis

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Hahn faces tough decisions on A.J., Peavy, Youkilis

Rick Hahn will have to make difficult decisions on a World Series hero who gave the White Sox an identity and a hard edge, as well as the Cy Young Award winner who underwent experimental surgery, not to mention: Youk!

Thats just the start of the offseason dominoes still waiting to fall on the South Side.

Hahn took timeout for the news conference announcing his promotion to general manager, but said afterward that budget meetings were still happening on Friday at U.S. Cellular Field. While the White Sox havent settled on a final payroll number for next year, preliminary projections gave him confidence that it would be right in the same neighborhood we spent in 2012, somewhere around 100 million.

A.J. Pierzynski is positioned to become a free agent, while the White Sox are expected to decline options on Jake Peavy and Kevin Youkilis, seeing if they can work out another deal. They also hold club options on pitchers Gavin Floyd (9.5 million) and Brett Myers (10 million with a 3 million buyout), with Francisco Liriano about to hit free agency.

Hahn believes Tyler Flowers will be an everyday catcher in the big leagues, which could spell the end for Pierzynski, who was on the verge of signing with the Los Angeles Dodgers in December 2010 before the White Sox stepped in with a two-year, 8 million deal.

I try not to handicap these things at this point, Hahn said. Weve had A.J. here for eight years and hes been a fantastic member of the White Sox organization for every minute of it. Weve signed him to I think three multiyear deals in the course of those eight years. Two years ago at this time, I think there was probably a thick level of pessimism about him coming back.

A source indicated that Pierzynski had lunch with chairman Jerry Reinsdorf after the season ended, while Hahn said he spoke with the catchers agent last week.

It was a good dialogue, and an open dialogue, and well stay in touch, Hahn said. Until he gets out there and sees what his market is and we get out there and sort of explore alternatives and other ways to spend our money its impossible to handicap. But I know there was pessimism this time two years ago, so I dont get too caught up in whatever pessimism there is now.

Pierzynski is 35 years old and coming off a season in which he generated 27 homers and 77 RBI. Peavy also made a salary drive, returning to the All-Star Game and going 11-12 with a 3.37 ERA while accounting for 32 starts and 219 innings.

Look, there arent a lot of free-agent pitchers out there, and there is a fair amount of money that has to be spent by other clubs, Hahn said. Pitchers get paid a significant amount and Jake given his track record and especially his 2012 season where he answered questions about his health is going to be a pretty popular guy.

So that one may be a challenge, but weve had good talks back and forth already, honest conversations. I know Jakes preference which he hasnt been shy about is to be back here in Chicago. And thats always a good place to start. But there does come a point where there are certain opportunities elsewhere that dont make sense for us to try to chase.

It sounds like emotions wont get in the way this time. Of the top 10 moments during his 12 years as assistant general manager, Hahn estimated that Mark Buehrle might have been responsible for three or four of them. But that didnt mean the White Sox should match the four-year, 58 million contract the Miami Marlins gave the veteran left-hander last winter.

Hahn believes the White Sox should compete for a playoff spot next season and win multiple World Series titles. Hes inheriting a team that should have Chris Sale and John Danks near the front of the rotation, and Adam Dunn, Paul Konerko and Alex Rios in the middle of the order. Theyre running out of room for more big-ticket items.

This is an opportunity for a lot of these players, as their first time out on the open market, Hahn said. Understandably, they want to hear from the other 29 clubs and may be interested in what their value is. Given the sort of shallowness of this years free agent market and the fact that there are some clubs with some money to spend, Im not overly optimistic that were going to be huge players in free agency.

But at the same time, were going to be out there looking for values and certainly continue to talk to our guys and see if we cant fit them in for next year, too.

Looking at the Brett Anderson deal and what the future holds for Cubs' pitching

Looking at the Brett Anderson deal and what the future holds for Cubs' pitching

The Cubs already have a clear vision for their 2021 Opening Day lineup, when the images of superstars like Anthony Rizzo and Kris Bryant can be plastered next to the iconic marquee at a fully renovated Wrigley Field. 
 
But the Cubs don't really have a five-year window for pitching, given all the medical risks, the weaker spots in their farm system and a team built around big-name hitters. It's more survival mode, getting through a spring training lengthened by the World Baseball Classic, past the All-Star break and into October.
 
A blurry picture is coming into focus for 2017 – an industry source confirmed that Brett Anderson was in Chicago on Tuesday to undergo a physical – yet this uncertainty is still the fastest way to derail the next championship parade down Lake Shore Drive and Michigan Avenue.
 
If healthy, Anderson would be a relatively low-risk, high-reward gamble for the defending World Series champs. Yahoo! Sports reported that the $3.5 million agreement includes incentives that could boost the deal's overall value to $10 million. 
 
The Cubs need a sixth starter as a hedge against Mike Montgomery stalling during his first full season in a big-league rotation, or John Lackey feeling his age this year (38) or the stress from throwing almost 3,000 innings in The Show.  
 
The Cubs know the history of nine-figure contracts for pitchers is littered with bad investments, and Jon Lester's left arm has already made it through 14 playoff rounds and accounted for nine straight seasons with at least 190 innings. Kyle Hendricks is a cerebral Cy Young Award finalist who doesn't have that much margin for error and will need to keep making adjustments and being unpredictable. 
 
As much as Jake Arrieta tries to meditate and stay in the moment, every pitch he fires this year can be viewed through the prism of his looming free agency. 
 
"We love Jake," team president Theo Epstein said after the Cubs settled on Arrieta's one-year, $15.6375 million contract, avoiding an arbitration hearing with the Scott Boras client. "We'd love for him to be around for a long time. But it's not the first time a talented core player has gone into the last year of his deal. It won't be the last time. It doesn't always mean the player's leaving. 
 
"I'm sure at the appropriate time we'll have confidential conversations and see if now is the time to get something done, or we put it off until later. He knows how we feel about him. Years and dollars are always complicated. But I'm sure we'll take a stab at it."
 
The bottom line is the Cubs could be looking to replace 60 percent of their rotation next winter. Maybe Tyson Ross recovers from surgery to address thoracic outlet syndrome, returns to his All-Star form at some point during a one-year pillow contract with the Texas Rangers and proves worthy of a long-term commitment. 
 
Perhaps the Cubs again target the star pitchers they once tried to lure out of Japan, with Yu Darvish positioned to become a free agent after this season and Masahiro Tanaka able to opt out of the final three years ($67 million) of his megadeal with the New York Yankees.       
 
All along, the Cubs planned to flip young hitters for pitching. The same aggressive mentality that pushed Epstein's front office to send an elite prospect (Gleyber Torres) to the Yankees for rental closer Aroldis Chapman – and secure one season of Wade Davis without worrying about Jorge Soler living up to his enormous potential for the Kansas City Royals – will be in play if the team needs a rotation upgrade at the trade deadline this summer. 
 
"We were in that phase for three-plus years where we were really single-minded about acquiring young talent," Epstein said during Cubs Convention in mid-January. "I remember at this very panel we'd talk about that and some of the questions were: Why are you trading all these players that we've heard of for guys we've never heard of?
 
"That was tough in one way, but those trades are a little bit easier for us to quote-unquote ‘win' those deals, because you're trading players who are at the end of their contracts. You're getting young prospects. We went out of our way to work really hard to make sure we hit on those trades – and luckily we did. 
 
"But now we're in a phase where we have such a good team, when we have holes – and we're going to have holes, last year to get Chapman midseason, going forward we really have to address starting pitching – we're going to be on the other end of some of those trades.       
 
"We're going to aggressively try to get really talented major-league players. It's always extremely painful for us to make some of those trades where we send prospects for established players. Those trades are hard to win. You're more likely to quote-unquote ‘lose' those trades. 
 
"But the bottom line is we're not up here to pad our resume and make trades that we can look back on and say that we ‘won' those trades. We're up here to win World Series. And if those deals help us win World Series, that's what it's all about."
 
Maybe Anderson helps the Cubs get back to the postseason for the third straight season, something this franchise hasn't done since the 1907 and 1908 teams won back-to-back World Series titles.    
 
Anderson will turn 29 on Feb. 1 and led the majors with a 66.3 groundball percentage in 2015, when he went 10-9 with a 3.69 ERA in 31 starts and still accepted the one-year, $15.8 million qualifying offer from the Los Angeles Dodgers.  
 
Anderson's medical file includes: Tommy John surgery on his left elbow (2011); a strained right oblique (2012); disabled-list stints for a stress fracture in his right foot (2013) and a broken left index finger (2014); plus surgical procedures on his back (2014 and last March).    
 
Anderson also has perspective as someone who grew up around the game. His father, Frank, is the University of Houston pitching coach and former head coach at Oklahoma State University.  
 
Whether or not Anderson stays healthy, the Cubs are at a point where they will have to keep thinking bigger and bigger.
 
"We're always going to be committed to young players," Epstein said. "It's in our DNA to trust young players, to grow with young payers. But as painful as it is…you sometimes have to move those guys to make sure your major-league team has a legitimate chance to win the World Series.
 
"We're not doing it recklessly. It's not something that we want to do. But when you have a team that's really good – and you have a chance to win the whole thing – we think it's our obligation to make those deals from time to time."

SportsTalk Live Podcast: What's Dwyane Wade's future with the Bulls?

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SportsTalk Live Podcast: What's Dwyane Wade's future with the Bulls?

Chris Hine (Chicago Tribune) and Brian Hedger (nhl.com) join Kap on the panel.  Dwyane Wade talks about his future with the Bulls. Will he exercise his player option and return next year if the Bulls’ struggle continue? The guys talk NBA with CSNChicago.com’s Vincent Goodwill.

How can Stan Bowman help Jonathan Toews at the deadline? And Dabo Swinney compares Deshaun Watson to Michael Jordan.