Professional runner, Ryan Grant, blows out his knee training for another attempt at the Boston marathon and the dreaded Heartbreak Hill. Ryan retreats home, not looking for anything more than a fast recovery, but he finds solace in the arms of his tax preparer, Tara Mansfield.

Tara's cheerleading career ended abruptly and she faces an upward climb beating the stereotype as dumb blonde in her new calling as an accountant. Framed with defrauding the IRS during the last weeks of the tax season, Tara's tentative confidence is shaken, but Ryan coaches her in ensnaring the true perpetrator. She cheers him on in discovering his identity as a coach rather than an athlete.

With the help of the junkyard king and a mechanical bull, can Tara and Ryan find the courage to climb Heartbreak Hill together?