[5] He also worked for Habitat for Humanity in Georgia, Florida, and New York, and completed a master's degree in public policy and urban planning at the Kennedy School of Government.

[5] His work has won a smart growth and a green building award, LEED certifications, and has involved the clean-up of environmentally contaminated sites.

[5] Weinberger's previous professional work included three and a half years with the Greyston Foundation, a community development organization in southwest Yonkers, and a short stint as a sports writing intern for the Boston Globe.

On March 6, 2018, Weinberger defeated Carina Driscoll (Bernie Sanders's stepdaughter) and Infinite Culcleasure to win a third term in office with 48% of the vote.

[17][18] In mid-2021, Weinberger ordered the closure of the Sears Lane homeless encampment, displacing at least two residents, who filed an unsuccessful legal challenge to the decision.

[2] Weinberger plays catcher for the Burlington Cardinals in an over-35 men's baseball league;[24][25] former Boston Red Sox pitcher Bill Lee is also on the team.