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The Top 100 Cubs Of All Time - #90 Ryan Dempster

Starting pitcher Ryan Dempster of the Chicago Cubs is congratulated by teammates in the dugout after the 7th inning of a game against the Chicago White Sox at U.S. Cellular Field. (Photo by Jonathan Daniel/Getty Images)

Ryan Dempster is what every baseball player should be.

He's talented at his craft. He works hard -- from what I have heard and seen, he works harder than just about any of his teammates, and that's not a rip on his teammates, just a credit to how hard Dempster works.

He's a good family man who has dedicated his life to helping find a cure for the affliction that his daughter was born with, so that people less fortunate than he is who have the same issue, can get some help.

He's a wit and a humorist. How many athletes who hold fundraisers for their foundations emcee them by themselves? Dempster hosted a fundraiser I attended for his foundation last summer, and he was funnier than any professional comedian they could have hired. He does an absolutely dead-on-hilarious Harry Caray impression.

And beyond that, he truly seems to understand how fortunate he is to be making the money he is, playing the game he loves -- a game that so many of his countrymen ignore, since they're so focused on hockey. I like the way Dempster is a true hockey fan, just like any of the rest of us who are fans. For lack of a better term, he "gets it". He hasn't played his entire career as a Cub, but entering his eighth season on the North Side, I hope he finishes his career here and celebrates a World Series win with the rest of us. He's one of us.

Star-divide

Ryan Scott Dempster was born on May 3, 1977 in Sechelt, British Columbia; he's one of 19 Canadian-born players to be active in the major leagues in 2010. He was drafted out of high school there by the Texas Rangers in the third round of the 1995 draft.

His career with the Rangers didn't last long. Only a little more than a year later, he was shipped to the Marlins for John Burkett; the Rangers also sent Rick Helling to Florida as a PTBNL. He shared time in the Florida organization with Derrek Lee, as well as former Cub Roosevelt Brown. Two years after that he was in the major leagues at age 21, and he struggled for a bit before having a breakout year in 2000, a season that put him in the All-Star Game.

Then the injury bug that bites so many major league pitchers got to him. He developed elbow trouble and declined in 2001 and worse in 2002; the Marlins finally shipped him to the Reds in 2002 for Juan Encarnacion, Wilton Guerrero and Ryan Snare, but he was even worse for Cincinnati and after a 3-7, 6.54 season in 20 starts in 2003, he was released at age 26, possibly done.

He underwent Tommy John surgery and Jim Hendry rescued him from the scrap heap, one of Hendry's best signings. Coming to the Cubs major league team late in 2004, he was used in mop-up duty in relief -- and had Dusty Baker turned to him instead of LaTroy Hawkins closing late in that season, the story of 2004 might have turned out differently. Even when Dempster was clearly the No. 1 candidate to close during spring training in 2005, Baker insisted on keeping Hawkins in the job -- until Hawkins blew too many saves, and Baker was forced to go to Dempster.

It was a perfect match. Dempster saved 33 games in 2005, 24 more in 2006, and 28 in 2007. His ERA's are fairly high, reflecting a handful of bad outings, but in general Dempster did a good job closing. There was a brief time in '07 when Dempster claimed Lou Piniella was going to move him into the rotation, but this was quickly denied by all parties. It took the return of Kerry Wood -- in similar circumstances to Dempster, late in 2007, when he showed the possibility that he could close -- to move Dempster back into the rotation.

Everything clicked in 2008; Dempster returned to the All-Star team, posted his best year as a Cub with a 17-6, 2.96 mark and finished sixth in Cy Young balloting. Since then, he has put up solid if not All-Star seasons and been a mainstay in the rotation; his only real time missed was when he suffered one of those "Cubbie Occurrence" injuries in 2009, breaking his toe leaping over the dugout rail to celebrate a win.

But that's Ryan Dempster, team guy. He's got two years left on his current deal and although he's not an "ace" -- whatever that means -- the Cubs know they can count on 200 innings, probably 200 strikeouts, and having him take the team deep into games. He's the best bunter on the team and always takes responsibility for his mistakes, his bad games. His 12.3 WAR as a Cub rank 93rd, just below Ted Lilly; I ranked Dempster above Lilly because of his longevity with the team and the fact that he'll add to that total over the next couple of years.

He's another guy who seemed born to be a Cub, even though he started elsewhere. The Cubs are counting on him having another good year in 2011, and he's an easy guy to root for. Besides Kerry Wood, the Cub I'd most feel happy for when the Cubs do win a World Series is Ryan Dempster.

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I love Demp

Also kinda cool that he lives 3 blocks from Wrigley, and 3 blocks from me! Maybe I’ll see him at a block party?

Fukudometer: Created 3/31/08 Wrigley Debut 4/5/08 WGN and Japan TV Debut 4/6/08 Sun Times Debut: 4/20/08 Coffee Table Debut: 7/17/08 (http://www.wearecubsfans.com)

by Fukudometer on Jan 12, 2011 8:56 AM CST reply actions  

Wait really?

I live 2 blocks from wrigley,

I invited him to my bbq, and him AND his family showed up with a case of beer.

Truly one of the most humble guys I’ve ever met.

Late in the season, in the midst of an inning and it’s just past the top of the hour so Pat mentions that we’re due for a station break. Ron kinda mumbles "Didn’t we just have one of those?" and without missing a beat Pat says "About an hour ago."

by Champaign Cubbies on Jan 12, 2011 1:00 PM CST up reply actions   1 recs

Good analysis Al,

The thing I would add is that Demp keeps us in virtually every game. Good guy, good ambassador for the game of baseball and the cubs.

We'll miss you Big Boy. #10 for Hall of Fame.

by mrcubsfan on Jan 12, 2011 9:00 AM CST via mobile reply actions  

Dempster is a classy guy

that gives every apperance 110 % . He takes the time to talk to the fans when spotted near the ballpark . Not a snob just a great guy . Lets hope he can stay healthy this year.

by cubs north on Jan 12, 2011 9:23 AM CST reply actions  

I love Dempster and think its great, Al, how you highlighted how much effort he puts into his game and the Cubs.

Not to mention his charity work. Which is awesome as well.

I also agree with the Baker issues….He continues to be AMAZING!

by TJ11 on Jan 12, 2011 10:12 AM CST reply actions  

Demp is my favorite Cub.

His interviews are always interesting and I like that he is a devoted family man. His charity work is great and he’s a pretty good pitcher too. :)

A lovely story:

One day, long, long ago, there lived a woman who didn't whine, nag or bitch. That would be me....

But that was a long time ago and it was just that one day.

The end

by sue369 on Jan 12, 2011 10:25 AM CST reply actions  

I took my son to his first Cubs game for his 6th birthday

Dempster was one of the only ‘big name’ guys to come sign autographs (Sean Marshall did too). Dempster gave my son a ball and wished him happy birthday… great guy.

by JG23 on Jan 12, 2011 11:20 AM CST reply actions  

When The cubs played in Seattle this year

Dempster’s family was staying in the same hotel as we were, and met his wife, and kids in the pool. It was the day after he pitched a shut out, and got the loss to Cliff Lee. I said something like “He’s my favorite player, on the team, It seems He’s always pitching in games like these, and rubs it off, doesn’t seem to get frustrated.” Well, I never saw them again, but she must have caught my name. There was a signed baseball that was waiting for us when we checked out two days later! Completely unnecessary, hands down my favorite cub player. His family was awesome as well.

by Notsnud on Jan 12, 2011 12:56 PM CST reply actions  

Very nice story.

Thanks for sharing it with us.

A lovely story:

One day, long, long ago, there lived a woman who didn't whine, nag or bitch. That would be me....

But that was a long time ago and it was just that one day.

The end

by sue369 on Jan 12, 2011 1:10 PM CST up reply actions  

Well done.

A lovely story:

One day, long, long ago, there lived a woman who didn't whine, nag or bitch. That would be me....

But that was a long time ago and it was just that one day.

The end

by sue369 on Jan 12, 2011 3:38 PM CST up reply actions  

Shes still more of a Mariners fan!

But I am close to converting her over. She did when 20 bucks on that series. Damn you cubs offense.

by Notsnud on Jan 12, 2011 3:55 PM CST up reply actions  

Obviously I have a soft spot for Demp

as he is a fellow countryman and I know a couple people who grew up in Sechelt. I have never heard a bad word about Ryan Dempster. Just seems to be a general good human being which is something I aspire to. I hope he stays with the Cubs for the rest of his career and while he will never be in the Hall or have his number retired I will never forget the second best Canadian born player in Cubs history.

"We love them, We mourn for them, Unlucky boys of Red" - Morrissey
"Giggs gets past Viera, past Dixon, who comes back at him, it's a wonderful run from GIGGS!!!" - Martin Tyler
Nucks Misconduct's Prodigal Son, Chief Curmudgeon, Chief Hunk, Chief Charmer and Chief Drama Queen.
"I think about it still, almost every day," Joyce says. "I don't want to be known as Jim Joyce, the guy that blew the perfect game. But I think that's inevitable." Why? "Because I'm Jim Joyce," he says, "the umpire who blew the perfect game."

by Section 312 on Jan 12, 2011 12:59 PM CST reply actions  

Both of 'em pitchers, too

Maybe it’s something in the water.

"Who ever heard of the Cubs losing a game they had to have?" -Frank Chance
"If [Ruth] had [called his shot], I would have knocked him down with the next pitch." -Charlie Root

by Clutch16 on Jan 13, 2011 10:09 AM CST up reply actions  

Great guy.

Went to opening day last year in Atlanta, Demp was the only player to sign autographs, and spent a big chunk of time doing so. He probably showed up a good hour and a half earlier than any other player too.

by Dcr18 on Jan 12, 2011 3:02 PM CST via mobile reply actions  

Two Words:

Role Model

Very few athletes these days fit the bill as a role model. Dempster not only plays the game the right way, he also lives his life the right way.

Even if he was not a ballplayer, he’d be someone to respect and enjoy.

Eamus Catuli!

by wrigley_boy on Jan 12, 2011 3:51 PM CST reply actions  

Sometime in the distant future

After Demp retires, maybe he would be a great color analyst, and a fun(ny) one as well. I’d like him in the Cubs booth. But that’s something far down the road.

Demp is very intimate with the fans. In 2006, he sat in the seats and signed autographs during a rain delay. During BP, he’s the first Cub shagging fly balls to vocally connect with a young kid in the bleachers. He deserves every penny he gets professionally.

Dempster kind of reminds me of a Mark Grace.

Jack Brickhouse: "Hey! Hey!"
Harry Caray: "Holy Cow!"
Vince Lloyd: "The Chicago Cubs are on the Air!"
Len Casper: "Oh Baby!"
Bob Brenly: "Give it to a Kid!"
Ron Santo: "YES!", "All Right!, let's do it!", "Oh No!", "Oh jeez come on!" AND...
"This Is The Year!"

by #1 iowan cubs fan on Jan 12, 2011 6:39 PM CST reply actions  

Yay!

This is a real feel good move. Makes me less upset about losing Fuld.

by katie casey on Jan 13, 2011 9:42 AM CST reply actions  

Oops...

this was meant for the Reed Johnson thread. Sorry.

by katie casey on Jan 13, 2011 9:43 AM CST up reply actions  

Hey, no problem.

I’m sure Dempster is happy about Reed Johnson returning, too.

"You can observe a lot just by watching." ~ Yogi Berra

by Al Yellon on Jan 13, 2011 10:35 AM CST up reply actions  

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