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" 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
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" No one is immune to needing to sit or needing to go down at the right time, and you want to give guys a chance. "
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" 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. "
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" If I let my brain follow its path unfettered, it would be kinda ugly. "
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" 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. "
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" You just make the right baseball decision. You don't necessarily worry about somebody's feelings or anything like that. You make the right baseball decision for the team first and then for the player's development as importantly. "
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" This game will make you cry more often than not. "
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" 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. "
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You
" 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. "
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Long
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" 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. "
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Protect
Think
Trade
" You can't go through life thinking about what could go wrong. "
Theo Epstein
Life
Thinking
Go
" I want to thank everyone who has ever put on a Cubs uniform and anyone who has ever rooted for the Cubs. "
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Everyone
Who
Cubs
" 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. "
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Change
Environment
Identity
" Having a relentless lineup full of professional hitters works on so many levels. It works in terms of pure baseball reasons: if you get on base, you're going to score runs. "
Theo Epstein
You
Pure
Baseball
" I think people want the Cubs to succeed, and by extension, they want people associated with the Cubs to succeed. "
Theo Epstein
Succeed
Want
Cubs
" 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. "
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Work
Team
Loyal
" You've just got to kind of play the hand you're dealt. "
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You
Got
Hand
" Scouting and player development is the key to year-in and year-out success, not the occasional lucky hit. There are no definitive answers in this game, no shortcuts. When you think you've got it all figured out, you can get humbled very quickly. "
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You
Think
Success
" When people do things they weren't even sure they were capable of, I think it comes back to connection. Connection with teammates. Connection with organization. Feeling like they belong in the environment. I think it's a human need - the need to feel connected. "
Theo Epstein
Environment
Organization
Think
" It's a human phenomenon that there has to be a reason for everything. There almost never is. "
Theo Epstein
Reason
Almost
Everything
" The Cubs, we built one of best farm systems - I think for a while there, it was the best farm system in baseball. And that was great. It got a lot of attention. But we didn't want the credit for the farm system. What we wanted was to see if we could do the tricky part, which was turn a lauded farm system into a World Series champion. "
Theo Epstein
Baseball
Best
Think
" There has to be active, hands-on management in concert with the manager to lead the organization and make sure that the standards that we set for the organization as a whole are being lived up to. "
Theo Epstein
Lead
Management
Manager
" Once you thrust yourself out there in the public domain, it's really hard to retreat, to say no or reclaim that certain part of your life as private. "
Theo Epstein
Public Domain
Yourself
Life
" It took me coming to the Midwest to realize I was the jerk. People are so nice here. They're so grounded. "
Theo Epstein
Me
Nice
Here
" Be intentional about the spaces you create but not at the cost of compromising other elements. "
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Other
Cost
Create
" When we build that foundation for sustained success, and it ultimately results in a World Series, it's going to be more than just a World Series. "
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Results
Foundation
World
" Tolerance is important, especially in a democracy. The ability to have honest conversations, even if you come from a different place, a difference perspective, is fundamentally important. "
Theo Epstein
Democracy
You
Place
" I think everyone deserves more than one World Series every 108 years so. "
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World
Think
More
" Whoever your boss is, or your bosses are, they have 20 percent of their job that they just don't like. "
Theo Epstein
Boss
Your
Percent
" To win the World Series, you have to be able to do a lot of things well. "
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You
World
Well
" If you're trying to avoid one move that you don't think is going to work out, don't then settle for a different move that maybe doesn't check all the boxes. Be true to the philosophy and understand the bigger picture. There's always another day to fight. "
Theo Epstein
You
Picture
Fight