Does MA have a history of RCV initiatives?

Yes indeed  in 2002 and 2004, voters in the Pioneer Valley of Massachusetts passed a handful of non-binding ballot initiatives for county-wide adoption of Instant Runoff Voting, which were spearheaded by State Representative Peter Kocot. The ballot measure results showed that between 65% and 71% of voters were in favor of using IRV methods to elect leaders for statewide offices, including Governor, Treasurer, Auditor, and Secretary of the Commonwealth. Those results are documented by the Secretary of the Commonwealth.

Other efforts in Massachusetts have included a Voter Choice Statewide Proposal (November 2009) and a Voter Choice Local Option Proposal (January 2011). The latter proposal was known as HD 02026: An Act Providing a Local Option for Instant Runoff Voting in City or Town Elections. Most recently, in early 2017, a number of bills were introduced in the Massachusetts legislature.

On January 12th, 2017, State Representative Jay Kaufman (15th Middlesex) sponsored a statewide bill, HD.413 : An Act to promote better voting practices. HD.413 would institute ranked-choice voting for all state elections in Massachusetts.

Around the same time, State Rep. Mike Connolly (26th Middlesex) introduced HD.900 : An Act providing a local option for ranked choice voting in municipal elections, and State Senator James Eldridge (Middlesex and Worcester) filed a bill known as SD.485 : An Act providing a local option for ranked choice voting in city or town elections. Both of these acts would enable cities and towns to opt-in to piloting ranked-choice voting using a simple vote of their council or by referendum.

Along with these myriad legislative options, there is, in fact, a considerable list of places in Massachusetts that are currently using forms of Ranked Choice Voting to elect city counsels, school boards, faculty committees, alumni associations, and other college and university student leadership councils.