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" You're not always going to get the outcomes you feel like your talent deserves, that you feel like the big picture deserves. And what's real is how do you respond in those situations? "
Theo Epstein
You
Talent
Picture
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" I think everyone deserves more than one World Series every 108 years so. "
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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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" Whoever your boss is, or your bosses are, they have 20 percent of their job that they just don't like. "
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" 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. "
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" We want to try and transform the Red Sox into a team like the Braves or the Yankees, where you can almost count on the postseason every year. "
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You
" 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
" 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
" 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
" You can't go through life thinking about what could go wrong. "
Theo Epstein
Life
Thinking
Go
" The leadoff-hitter thing, I think, it's always nice to have an established leadoff hitter and to have someone who can really get on base and set the tone. "
Theo Epstein
Always
Who
Tone
" I don't think facing one of your own active pitchers would be a good idea, unless I got super lucky and hit a ball through the middle or something. That would not be good. I'd pull every muscle in my body. "
Theo Epstein
Good
Think
Muscle
" There's a cumulative effort within the course of a game, a series, and a season, too, where you see so many pitches and have so many at-bats that you can wear down an opponent. Once you develop that reputation as a club, year after year, players come in, and they tend to fit in with that profile. "
Theo Epstein
Effort
Reputation
See
" 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
" It's best not to think about winning or losing trades anyway, because the best ones work out for both teams. But, as a rule, if you're the team that's selling - if you're out of it, and you're trading with a team that's in it - you usually have the pick of just about their whole farm system, with a few exclusions. "
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Team
Losing
Work
" When people you don't know say nice things about you, if you allow yourself, even subconsciously, to attach a shred of meaning to it, when the opposite happens, when people you don't know say bad things about you, you can't attach that same meaning. "
Theo Epstein
Yourself
People
Nice
" 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. "
Theo Epstein
You
Think
Success
" Typically, it takes young players years to adjust to life in the big leagues and to start performing up to their capabilities. Most of the blame for this rests on these ridiculous old baseball norms that say young players are to be seen and not heard. "
Theo Epstein
Blame
Life
Young
" I want to thank everyone who has ever put on a Cubs uniform and anyone who has ever rooted for the Cubs. "
Theo Epstein
Everyone
Who
Cubs
" I love being in a city that's playing October baseball, where you can just feel everyone captivated by the ball club, everyone walking around tired from staying up late, prioritizing baseball above all else. It's a great phenomenon. "
Theo Epstein
Love
Great
Tired
" There are certainly times when baseball is much more than bread and circus, times when baseball resonates deeply and meaningfully with many, many people, and times when a game that is built around overcoming failure can teach us all a few important lessons. "
Theo Epstein
People
Overcoming
Failure
" 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
" I don't know if I could go to another run-of-the-mill baseball department and work because it would probably feel like work. In Boston and Chicago, it doesn't feel like work. It feels like a privilege. "
Theo Epstein
Baseball
Boston
Know
" If multiple starting pitchers underperform at the same time, it's always going to leave you in a stretch where it's hard to play better than .500 baseball. "
Theo Epstein
Play
You
Baseball
" 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 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
" 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
" 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
" I think people want the Cubs to succeed, and by extension, they want people associated with the Cubs to succeed. "
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Succeed
Want
Cubs
" When I was writing or competing in individual sports, it felt unfulfilling and lonely. When I was able to find a group of people I believed in and liked, that all worked in pursuit of a common goal, it felt incredibly rewarding. "
Theo Epstein
Writing
Sports
People