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" It's a natural push and pull that exists in any sports organization. When you are in a big market and then you win, and you're up against the Yankees, and ratings are what they are and attendance is what it is, no one wants to go backwards; as a business, you don't want to go backwards. "

Theo Epstein

You

Business

Win

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" You can't go through life thinking about what could go wrong. "

Theo Epstein

Life

Thinking

" 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. "

" 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. "

" 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. "

" 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

School

" 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. "

" 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. "

" The fact that guys adjusted really quickly to the big leagues, developed really quickly, faced adversity under the brightest spotlights, played great baseball, overcame so much, overcame centuries worth of issues and won a World Series, I guess it doesn't necessarily mean we're still not just prone to the laws of nature and reality and baseball. "

" 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. "

" 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. "

" The only time I think about my contract is when I'm asked about it by the media. "

" 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. "

" 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. "

" 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. "

" 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. "

" 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

Back

Hate

" The Cubs - with their passionate fans, dedicated ownership, tradition, and World Series drought - represented the ultimate new challenge and the one team I could imagine working for after such a fulfilling Red Sox experience. "

" 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. "

" The goals is to create a really high 'floor' for this organization, where the 'off' years are years where you might win in the high-80s and sneak a division or a wild card or win 90 games and get in and find a way to win in October. And the great years, you win 103 and win the whole thing. "

" 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. "

" 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. "

" 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. "

" You've just got to kind of play the hand you're dealt. "

" The Red Sox hadn't won in 86 years when we took over. We didn't run from that challenge - we embraced it. "

" Be intentional about the spaces you create but not at the cost of compromising other elements. "

" 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. "

" 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. "

" 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. "

" 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. "

" 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. "