Dalton Sim began his career in 1995 by managing Guster out of the band's apartment in Somerville, Mass. Since that humble start, he's helped shape the careers of Ben Kweller, Alexi Murdoch, Dispatch, State Radio and, most recently, fun., through his joint venture with Nettwerk Music Group. Along with his clientele, Sim's time on the road has skyrocketed: He's now away from home an average of three months a year. "That's the thing about being a manager, agent or anyone in this business: You're either on tour, meeting up at shows, setting up records internationally," Sim says.

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