A cold war broke out between the baseball ops bunker and the second floor, the conflict cutting through every part of the organization. Epstein felt that some of his bosses were obsessed with optics and credit, more worried about personally winning a news cycle than helping create the culture that had developed in Theo's world. "It's rare you can find true togetherness, selflessness, connectedness," Epstein says. "We had that in baseball ops. It was in opposition to what I saw going on in the rest of the company."
Theo is an absolutist. He came to see the fight against the business side as completely black and white, good and evil -- "French Revolution ****," he says -- and in the next seven years, he quit his job twice, first in 2005 for 80 days, the second time for good in 2011.
In 2005, he turned down a contract, unable to work with people who would plant stories in the paper to minimize blame for trades and who worried more about public perception than the long-term health of the franchise. Theo gathered his staff members in the basement and told them he loved them, and that they'd always be family, but he couldn't do this anymore. Several people burst into tears, and he broke down too. They started drinking beer and telling stories, while reporters covering the contract dispute gathered outside the door with television cameras. Because it was Halloween, Theo put on a co-worker's gorilla costume and did a full slide down the conference table in the war room. Then he sneaked past the reporters in costume. When he got home, his confused dog went crazy barking until he took off the gorilla head. After nearly three months of feeling adrift and pathetic, however, Epstein went back to work in the basement. He couldn't stay away.
The second time he quit his job, he and his bosses still hadn't resolved the conflict between baseball and business. He read reports about how winning alone wouldn't stop NESN's flagging ratings; the focus group data said his office needed to chase and sign the big-name free agents, whether the team needed them or not. Epstein felt the culture "jumping the shark," as he puts it today, but also says the only person to blame for his problems was himself. He chased the likes of Carl Crawford. He overreacted to the reports about television ratings. He'd once been willing to quit his job over these kinds of battles, but in the winter of 2010-11, he didn't even have the energy to fight them. Always self-critical, he felt himself slipping, showing the same weaknesses he couldn't abide in others.
Then he started to hear whispers about the Chicago job. Epstein needed out of Boston, or rather, he needed to return to how Boston felt in 2002.