Linehan served on the Boston City Council from 2007 through 2017. He was president of the council in 2014 and 2015. During a portion of his tenure, Linehan served as the chair of the Committee on Economic Development and Planning.
Elections Linehan was first elected to the City Council via a special election in
May 2007, following the death of Councillor
James M. Kelly. He was reelected five times, until announcing in February 2017 that he would not run in the
November 2017 election. He served president of the council in 2014 and 2015. Linehan's district included
Downtown Boston, the
South End,
South Boston and
Chinatown. Linehan was re-elected in November 2007 to a full term beginning in January 2008. In late-2008, Linehan voiced his opposition to the
Massachusetts Turnpike board's proposal to end
discounts on
tolls for residents of the
Charlestown,
North End,
East Boston, and South Boston residents. He argued that the discontinuation of the discounts would be punitive towards residents of the neighborhoods that had been most impacted by negative construction impacts during the fifteen years of the
Big Dig.
Third term (2010–11) Linehan was re-elected in November 2009 for a third term beginning in January 2010. Linehan served as chair of the post-
2010 United States census redistricting process. He faced criticism over a proposal he made to split Chinatown between two separate City Council electoral districts. Critics accused him of leveraging his influence in the process to draw a map that would increase his own electoral fortunes, as this proposal would have removed from his district two Chinatown wards that had voted strongly against him in previous city council elections. The map that Linehan proposed was adopted by the City Council, but vetoed by Mayor
Thomas Menino.
Fourth term (2012–13) Connolly was re-elected in November 2011 for a fourth term beginning in January 2012. Linehan opposed the rental inspection ordinance passed in 2012. The ordinance was strongly opposed by many Boston landlords, but was passed in the council by a vote of 9-4 vote Also in 2013, Linehan proposed legislation to raise the citation given for public smoking of
cannabis in public to $200. Linehan cited his objections to people consuming cannabis in public parks, considering it a public safety concern. He voiced particular concern about cannabis use in
Boston Common. That year, he was one of five Boston city councilors that voted against a successful City Council rule change that effectively allowed for the City Council to effectively discharge from committee a bill that was being stalled in committee. In December of that year, Linehan was the only member of the Boston City Council to vote against advancing a home rule petition authored by Councilor
Ayanna Pressley requesting that the state cede its control over the number of liquor licenses in Boston to the Boston Licensing Board.
Fifth term and council presidency (2014–15) Connolly was re-elected in November 2012 for a third term beginning in January 2014.
Election as council president At the start of his fifth term, Linehan was elected by his fellow councilors to serve as
Boston City Council president. At the time, Linehan was regarded to be the council's most
conservative member, and as representative of "old Boston" politics. After the city council election, liberal councilor
Matt O'Malley had been initially able to gather the backing of six councilors, one shy of the majority support he would need for election as council president. Critically, councilor-elect
Michelle Wu declined to commit her support to him, despite being part of the incoming council's
liberal wing that had largely gotten behind O'Malley's candidacy. who faced backlash from some of her voters for supporting the conservative-leaning Linehan. In her backing of Linehan's bid for council president, Wu cited her belief that he would be the most effective at running the City Council; and also cited her agreement with several pledges he made, including decentralizing power away from the council president's office, empowering committee chairs, and reorganizing the central staff of the council. Wu's support was important to securing Linehan his election. With O'Malley unable to secure majority support, a different liberal councilor,
Tito Jackson, soon jumped into the fray. Jackson, however, was also unsuccessful in his attempt to secure the backing of a majority of councilors. Days before the first meeting of the newly-elected council, the president of the local
NAACP chapter sent a mass email urging Bostonians to encourage councilors to support Pressley for council president, and shortly before the council vote, Pressley launched a last-minute bid for the position. However, none of Linehan's pledged supporters broke from him, and he prevailed over Pressley.
Effort to increase council salaries and pensions During his fifth term, Linehan led an extended push to raise the salaries and
pensions for city councilors, an effort which was met with resistance from Mayor
Marty Walsh and several members of the council. On September 11, 2014, Linehan floated the idea of a "moderate increase" in each councilor's annual wage from $87,500 potentially to $108,500. On September 15, Linehan introduced a proposed ordnance to increase councilor to $112,500 an increase of 29% ($25,000). The Massachusetts State Ethics Commission and local political news commentators voiced concerns against the proposed council raise. On October 7, Mayor Walsh pledged that he would
veto the ordinance if it were passed by the council. This new ordinance passed the council 9–4, with the only votes against it coming from Councilors Pressley, O'Malley, Wu, and Zakim.
Other matters In 2014, Linehan filed an ordinance that, if passed, would have repealed the 2012 rental inspection ordinance. That same year, he championed a proposal to rename South Boston's Branch Library for former
Massachusetts Senate president
William M. Bulger. This generated controversy due to Bulger's having had unrepentantly exercised personal loyalty towards his
criminal boss brother
Whitey Bulger. Linehan also advocated for increased scrutiny and regulation of
ridesharing companies such as
Uber and
Lyft. In 2015, Linehan co-sponsored an ordinance introduced by Councilor LaMattina that would require individuals and groups to obtain a permit from the Boston Public Works Department in order to work as
street performers. The ordinance would have required individuals to require $40 permits. Groups of under two or three would be required to pay $40 per each performer, while groups of four or more would be required to pay $160. The ordinance would also have permitted the public works and police departments to decide which public areas prohibit performances, and would further allow the public works department to determine permissible times for performances in spaces. Linehan and LaMattina justified the ordinance citing an unnamed group breakdancers in the plaza outside of
Faneuil Hall who they characterized as being loud and present at all-hours, and intimidating and bullying other performers out of using the same space.
Sixth term (2016–17) Connolly was re-elected in November 2015 for a sixth term beginning in January 2016. After the 2015 council elections, Linehan backed Michelle Wu's successful bid to be elected council president for the 2016–17 council term. His backing helped boost Wu's bid for the position. Council rules prohibit members from serving multiple terms as president consecutively. That same month, he and Councilor Wu sent a letter on behalf of the council to Boston Redevelopment Authority Director
Brian P. Golden outlining the council's expectations for oversight meetings the council would hold into the authority twice per year. More than a year before the
2017 Boston mayoral election, Linehan joined several other councilors in giving Mayor Walsh an early
endorsement for reelection. On October 18, 2017, Linehan made the surprise move of immediately retiring from the council two months before his term had been set to expire. He endorsed
Ed Flynn's campaign to be elected his successor. ==Post-council politics==