Hannah Higgins (Julia Stiles) is a smart, driven education consultant. She's so driven she runs for Congress to advance the cause of education reform. Hannah's a disaster of a candidate, though—her cold, elitist persona alienates Boston voters big-time.
Hannah and her business partner, Colleen Pickering (Camryn Manheim), don't give up easily. Next time 'round, they recruit a candidate who definitely is a people person. Elliot Doolittle (David Walton) describes himself rather grandly as a "beer vendor." Translation: he drives a truck and keeps Boston's watering holes well supplied with the frothy stuff.
Elliot—whose thick South Boston accent masks his intelligence—is a diamond-in-the-rough. He's the opposite of prim-and-proper Hannah Higgins, but his total lack of pretension and his obvious people skills allow him to connect instantly with anybody and everybody.
Hannah takes Elliot on as a "project." If she can just teach him to speak like a gentleman, dress like a gentleman, comport himself like a gentleman…why, he might become a gentleman—a gentleman who can run for Congress and win, and then help promote the cause that Hannah holds dear.
Elliot and Hannah are about as oil-and-water as any two people can be. But, as Elliot becomes more "presentable" and Hannah becomes a little less high-falutin', could this be a match made—maybe not in Heaven, but—in Boston?