[2] From 1983 to 1988 he was the deputy state welfare commissioner, where he helped develop the Employment and Training Choices program for mothers on public assistance.
[2][3] He then served as a political advisor to Dukakis during his 1988 presidential campaign and as general manager of the World Trade Center in South Boston.
Glynn also oversaw the Authority during the 1990 Back Bay, Massachusetts train collision, which injured 453 people, and another crash on the Green Line that same month in which an operator was found to have been under the influence of alcohol.
[4] Glynn left the post in October, 2024, to be replaced by former Lynn mayor and fellow board member Tom McGee.
[7] Glynn left the Department of Labor to become chief operating officer of Partners HealthCare, the second-ranking position in Massachusetts' largest hospital network.
He left in 2010 to teach at Harvard University's Kennedy School of Government and become a senior fellow at the Center for American Progress.