Linehan first worked in Boston's underground rock scene, booking bands into small local clubs. Eventually this led her to becoming a manager. She managed the Smithereens, Six Finger Satellite, and the Lemonheads.
In the 1990s, Linehan took a job as promotions director and talent scout at Sub Pop, a Seattle label that was later acquired by Warner Brothers and launched the grunge band Nirvana into mainstream stardom. Linehan's Dorchester home served as the East Coast offices of Sub Pop.
When Linehan left Sub Pop, she became the manager of the Pernice Brothers. Linehan and Joe Pernice later decided to create their own label, called Ashmont Records. Their label released numerous records including Yours, Mine and Ours, by the Pernice Brothers, released in 2003. The two also co-wrote the book Pernice to Me: a chronicle of disagreements between Linehan and Pernice, most of which has appeared on Twitter.[2]
She owned a house on Burt Street in Dorchester, Massachusetts, which the Phoenix once called the "most famous and best-loved rock-and-roll crash pad in Boston history." Bikini Kill, Smashing Pumpkins, Elliott Smith, The Jesus Lizard, and Stereolab all stayed there over the years.[3]
Linehan was the president of Ashmont Media, a public relations company that specializes in the development of media campaigns for arts and culture groups in the Boston area. Some of her clients include ArtsEmerson, Fruitlands Museum, Handel and Haydn Society and the Institute of Contemporary Art, Boston.[4] She is also the founder of the Dorchester Arts Collaborative.
In 2000 Linehan began to engage in politics in addition to the arts. She helped out in many campaigns including John Kerry's 2004 Presidential Election and Elizabeth Warren's run for U.S Senate in 2012. Linehan took part in all campaigns as a volunteer until she took the job as Chief of Policy in 2014 for Mayor Walsh. She volunteered with Marty Walsh's mayoral campaign before being appointed as his Chief of Policy.[3]
Linehan is an animal advocate and leader in the fight to end breed-specific legislation; and serves on the board of Interim House, a residential substance abuse treatment center.[1]