Is Scouting Director Tim Wilken About to Get An Extension, Too?

This weekend, Chicago Cubs’ Chairman and Owner Tom Ricketts took the bold step of extending the contract of the Cubs’ Director of Player Development, Oneri Fleita, for four years, despite the team’s ongoing General Manager search. The step, of course, was bold because that is a position you would think a GM would expect to fill on his own.

Would Ricketts take an even bolder step and extend the Cubs’ Scouting Director, Tim Wilken, too?

Sources tell Bruce Levine that Ricketts will be meeting with Wilken over the weekend of September 16 to discuss the state of the Cubs’ farm system and Wilken’s current contract, which takes him through 2012. Given what just happened with Fleita, and given Wilken’s standing within baseball (read: other teams would gladly hire him), it’s fair to wonder whether Ricketts will offer Wilken an extension as an enticement to pass up other opportunities.

If Ricketts did so, he would have filled two of the most important positions in the new GM’s regime before the new GM was even hired. It would be even more evidence that the Cubs don’t believe they can actually land an Epstein/Cashman/Friedman type.

But, you know…

A part of me does wonder whether these kind of moves aren’t as bold or suggestive as I think. Consider this: we fully expect the Cubs to dump Alfonso Soriano and Carlos Zambrano this Winter, eating tens of millions of dollars in the process. Would it really be so shocking for Ricketts to be willing to eat these personnel extensions, too, if the new GM wants to bring in his own guys?

I actually think the answer is yes, despite the apparent bent of my rhetorical question. Sure, the financial cost would be relatively low – I have hard time imagining that Fleita and Wilken, combined, make more than $1 million per year. But the personal cost would be quite high. What kind of name do you make for yourself when you sign guys – expressly so they don’t take opportunities with other clubs – and then can them a couple months later, knowing all the while that it was how you expected things to play out?

As cold and calculating as Ricketts might be (and that’s a compliment), I don’t think even he wants to start out in baseball with that reputation – it remains a “people” business.

Then again, Levine notes that Fleita’s deal – and whatever deal Wilken might get – will be structured to include flexibility (including healthy buyouts), should the Cubs want to make a change before Fleita’s four years are up. So maybe Ricketts can have it both ways.

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

The Cubs Just Won the Game on a Crazy-Long, Two-Replay-Reviewed Double-Play at the Plate! (UPDATE)

How do I even write that up. Wow. Oh my god. I am giddy. That was absolutely incredible. Let me just explain what happened (more than usual), because even I am in utter disbelief. Hector Neris came in to close...

Enhanced Box Score: Cubs 1, Mets 0 – May 1, 2024

Okay. Wow. I got out all my thoughts and context of that INSANE final play of the game in a separate post. So please check that out if you're looking for the highlight, the explanation, and the absurdity of how...

Pre-Gamin’: Cubs at Mets (6:10 CT) – Lineups, Broadcast Info, Game Thread

CUBS LINEUP — The Cubs and Mets split the first two games of this series, but Chicago hasn't been able to push across many runs (since Saturday, really). Hopefully, they have a little more luck tonight at Citi Field against...

Manny Machado Was Just Robbed of a Three-Run Homer!

Chances are, you're not tuned into the Reds-Padres game in San Diego this afternoon, but you've got to see this sick home run robbery (of Manny Machado) by Cincinnati outfielder Stuart Fairchild. Fairchild gets vertical to take a three-run home...

Kyle Hendricks Set for Rehab Start

The Chicago Cubs' rotation is inching toward health, with Justin Steele having his first successful rehab assignment start today at Iowa, and now we know when Kyle Hendricks will have his own rehab start. Hendricks, out with a back injury,...

WATCH: Owen Caissie Goes Yard for the Second Time This Season

During Wednesday afternoon's battle with the Omaha Storm Chasers, Owen Caissie put the Iowa Cubs on the board. Chicago's top 10 prospect was down in the count 2-1 before he sent a slider off Daniel Lynch IV deep into right...

Justin Steele’s First Rehab Outing at Iowa is Complete

Justin Steele's first rehab appearance is now complete, having thrown 3.1 innings for the Iowa Cubs this afternoon. Steele's line officially includes three earned runs on six hits and a walk, together with four strikeouts. What really matters, though, is...

Suspensions Handed Out for Brewers-Rays Brawl

The latest Brewers rumble is going to cost them some time. After getting into it with the Rays last night, the Brewers have three suspensions to contend with: reliever Abner Uribe got six games, starter Freddy Peralta got five games,...

Cubs Farm Report | May 1, 2024: Garriola, Dean Power the Pelicans

The I-Cubs and Smokies were rained out on Tuesday, but South Bend and Myrtle Beach both opened their series with victories. Andy Garriola hit two home runs for Myrtle Beach, and Nick Dean tossed five shutout innings against the Salem...

Shota Imanaga Won a Really Weird Award

When he takes the mound tonight in New York, Shota Imanaga will look to extend an introduction to Major League Baseball that has gone as well as anyone could have possibly hoped. Through his first five starts, Imanaga has posted...

Latest News

How to Watch Yankees vs. Orioles: Live Stream or on TV

On Thursday, Juan Soto and the New York Yankees (20-12) face Gunnar Henderson and the Baltimore Orioles (19-11), with first pitch scheduled for 1:05 PM ET at Oriole Park at Camden Yards.Find out how to watch the New York-Baltimore matchup...

Mets vs. Cubs Prediction: Expert Picks, Odds, Stats & Best Bets – Thursday, May 2, 2024

The New York Mets (15-15) and Chicago Cubs (19-12) meet Thursday at Citi Field, starting at 1:10 PM ET on SNY. The Mets are -117 moneyline favorites for the contest, however, the Cubs are favored against the spread of 1.5...

Yankees vs. Orioles Prediction: Expert Picks, Odds, Stats & Best Bets – Thursday, May 2, 2024

Expect the long ball when Juan Soto (8 HR) and the New York Yankees (20-12) take on Gunnar Henderson (4 HR) and the Baltimore Orioles (19-11) at Oriole Park at Camden Yards, beginning at 1:05 PM ET live on MLB...

Yankees vs. Orioles Probable Starting Pitchers – May 2

The New York Yankees (20-12) take on the Baltimore Orioles (19-11) on Thursday at Oriole Park at Camden Yards at 1:05 PM ET.The Yankees will look to Carlos Rodon (2-1) against the Orioles and Cole Irvin (2-1).Yankees vs. Orioles Pitcher...

Mets vs. Cubs Probable Starting Pitchers – May 2

The New York Mets (15-15) have a home game against the Chicago Cubs (19-12) on Thursday. The matchup is set to begin at 1:10 PM ET.This contest's pitching matchup is set, as the Mets will send Adrian Houser (0-3) to...

Red Sox vs. Giants Probable Starting Pitchers – May 2

The Boston Red Sox (18-13) have an opportunity to add to their four-game winning streak as they host the San Francisco Giants (14-17) at Fenway Park on Thursday at 1:35 PM ET.The probable pitchers are Josh Winckowski (1-1) for the...

Rangers vs. Nationals Probable Starting Pitchers – May 2

The Washington Nationals (15-15) play on the road against the Texas Rangers (16-15) at Globe Life Field. The game is set to begin at 2:35 PM ET on Thursday.This contest's pitching matchup is set, as the Rangers will send Nathan...

Magic vs. Cavaliers Prediction: Expert Picks, Odds, Stats and Best Bets for NBA Playoffs Game 6 – Friday, May 3, 2024

The Cleveland Cavaliers are 4-point underdogs in a decisive Game 6 of the opening round of the NBA Playoffs against the Orlando Magic at Amway Center on Friday, starting at 7:00 PM ET on ESPN. The Cavaliers hold a 3-2...

Mavericks vs. Clippers Prediction: Expert Picks, Odds, Stats and Best Bets for NBA Playoffs Game 6 – Friday, May 3, 2024

The Dallas Mavericks are 7.5-point favorites for a decisive Game 6 of the opening round of the NBA Playoffs against the Los Angeles Clippers at American Airlines Center on Friday, starting at 9:30 PM ET on ESPN. The Mavericks hold...

Marlins vs. Rockies Prediction: Expert Picks, Odds, Stats & Best Bets – Thursday, May 2, 2024

Entering Thursday's matchup with the Miami Marlins (8-24), the Colorado Rockies (7-23) are on a four-game losing streak. The contest starts at 12:10 PM ET on COLR with the Marlins listed as -165 favorites, while the are +138 underdogs who...

more cubs news