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" This game will make you cry more often than not. "
Theo Epstein
Than
Will
You
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" Players that tend to respond to adversity the right way and triumph in the end are players with strong character. If you have enough guys like that in the clubhouse, you have an edge on the other team. "
Theo Epstein
End
Team
Adversity
" Bostonians vs. Chicagoans, they have different sensibilities, and I can only say this because I consider myself a Bostonian. You know, the Puritanical roots in Boston - the 'sky is falling' mentality a little bit. We could be on a great run, and we'd lose one game, and everyone's panicking. "
Theo Epstein
Great
Game
Sky
" You don't want to make a living or habit out of trying to solve your problems with high-price pitching free agents because over the long run, there's so much risk involved that you really can hamstring your organization. "
Theo Epstein
Organization
Run
Free
" As I sat back and imagined what my transition from the Red Sox might be, I thought it would smell more like champagne than beer, I guess you would say. "
Theo Epstein
Red
Beer
You
" The 2011 Cubs were the oldest team in the division, the most expensive team in the division, and the worst team in the division. And we really needed to start over. "
Theo Epstein
Cubs
Division
Over
" I used to follow people home. I just like being anonymous so much that I would follow people home because they didn't know who I was, and I could watch them. I know how that sounds. I could not exist but observe. "
Theo Epstein
Like
Watch
Follow
" If you want to continue to be good and perform at a high level and be deep in all areas, you still have to hit on some undervalued players, too. You can't just go out and sign marquee free agents or trade for players when they're at the peak of their value. That's not a formula for long-term success. "
Theo Epstein
Success
Value
You
" We've made plenty of mistakes. But the ones that we've hit on, we've gotten lucky with some impact guys back, some best-case scenarios as far as how the guys have turned out. "
Theo Epstein
Out
Back
Far
" I'm not going to try to deny that I'm a Red Sox fan. I grew up a Red Sox fan, had a great decade here that I really enjoyed, and that will always be a part of me. "
Theo Epstein
Red Sox
Try
Great
" I don't think I'm a chameleon. I can feel where people are coming from, what makes them tick, where they are vulnerable, what makes them feel good about themselves. I get just as much out of it as they do. I love connecting. "
Theo Epstein
Love
Think
People
" It's always different when a guy gets drafted and developed and comes up in his first organization and makes an impact. There's something special and timeless about it. "
Theo Epstein
Impact
Always
Special
" You reach a point where you're trying to survive. You're just trying to put the ball in play. You're not yourself. You're searching for your identity as a hitter on a nightly basis. That's just really hard. And it is not atypical at all for players to need to change their environment in order to rediscover who they are. "
Theo Epstein
Change
Environment
Identity
" I work for the Chicago Cubs, a team with a following so loyal and adoring and a history so forlorn that we were known nationwide as the Loveable Losers. "
Theo Epstein
Work
Team
Loyal
" I still wake up thinking about draft choices we should have made that would have impacted the franchise for a long time, but I don't wake up thinking about one individual player move. "
Theo Epstein
Wake Up
Thinking
Time
" There's nothing I hate more than someone who speaks in the draft room with absolute conviction, but they have nothing to back it up. "
Theo Epstein
More
Back
Hate
" I like to have some privacy, especially where my family is concerned, so when I'm recognized, I'll usually say something like 'I get that all the time' or 'Theo Epstein? Who's that?' "
Theo Epstein
Like
Privacy
Say
" If the seller has a player that they think is going to have a lot of value, they're aware of it, protect that value. You have to go get it. That's the way the trade market works. "
Theo Epstein
Protect
Think
Trade
" If we think a playoff spot's not in the cards, there will be no concern for appearances or cosmetics whatsoever. We'll continue to address our future and trade off some pieces that would keep us respectable. "
Theo Epstein
Trade
Think
Future
" I ended up staying 10 years in Boston. It was nine as GM but 10 years there. That seemed about right: long enough to try to make a difference and try to contribute to winning teams and some championships. "
Theo Epstein
Make A Difference
Long
Enough
" When something goes wrong on the field, we expect our players to take the blame, step up, and proactively assume the blame for it, even if it's not their fault. That's the way to be a good teammate. "
Theo Epstein
Step
Good
Wrong
" Something as simple as transparency is really scalable because it quickly impacts the culture. And the culture is something everyone feels. If upper management is really transparent with everyone, that has this amplifying effect. Then you tend to attract players who operate that way, on the same wavelength, and coaches and fans. "
Theo Epstein
Simple
You
Way
" Baseball is a game based on adversity. It's a game that's going to test you repeatedly. It's going to find your weaknesses and vulnerabilities and force you to adjust. That adversity, in the big picture, is a really good thing because it shows you where your weaknesses are. It gives you the opportunity to improve. "
Theo Epstein
Opportunity
Good
Baseball
" The only time I think about my contract is when I'm asked about it by the media. "
Theo Epstein
Think
Only
Contract
" Communication is different in the clubhouse than it is in a boardroom. The heartbeat that exists in the clubhouse, you don't find that same type of heartbeat in the front office. "
Theo Epstein
Same
Communication
Office
" You have years where most things go your way, and you have years where more things than usual seem like a challenge. "
Theo Epstein
Like
Go
Challenge
" I do think we can be honest and upfront that certain organizations haven't gotten the job done. That's the approach we took in Boston. We identified certain things that we hadn't been doing well, that might have gotten in the way of a World Series, and eradicated them. "
Theo Epstein
Think
Boston
Doing
" If you reach a point where your entire farm system is in the big leagues, you've traded a couple guys for players who are now in the big leagues, you know what you do? You start over in your farm system, and you keep developing the talented players you have. "
Theo Epstein
You
Reach
Now
" I tend to solicit opinions from all those around me. I like to hear opinions and the rationale behind it from everybody in the room. Perhaps it's the result of going to law school and using the Socratic method. "
Theo Epstein
Result
Me
School
" We don't live in isolation. Most people don't like working in isolation - some do, but they typically don't end up playing Major League Baseball. "
Theo Epstein
Baseball
Live
Isolation
" I think everyone deserves more than one World Series every 108 years so. "
Theo Epstein
World
Think
More