Only a small portion of the 2026 Boston city budget is going to District 5, says City Council candidate @winstonforboston.bsky.social — Pierre wants to change that, and if elected he will work to get more investment into Hyde Park, Readville, Roslindale and Mattapan.

One of the oldest Haitian radio stations in Boston, Radio Concorde broadcasts from Mattapan. Winston Pierre, a candidate for the Boston City Council, gave me a tour of his grandmother’s favorite radio station.

Winston Pierre’s top three issues, in his race for the District 5 seat on the Boston City Council, are Housing, Public Safety and Education. He’s seeking ways to keep rents affordable for seniors and young people. He advocates for clean streets. He champions job training for high schoolers.

“If he’s present, he’s looking out for you,” said Theresa “Trudy” Craddock, remembering what she learned from her cousin Bootsie, growing up around the Mattapan neighborhood of Boston. “If he had my hand I was fine. I jumped in ten feet of water, not knowing how to swim, because Bootsie had my hand”

Albert “Bootsie” Lewis’s name “will be present every time a kid nails their first ace. Every time friends pull off a long rally, and every time a young person starts to build their confidence here, and sees the glimmer of what they’re capable of,” Mayor Wu said at Almont Park on July 19th.

Enjoying the afterglow at the dedication ceremony for the tennis courts at Almont Park, Al and Dorothy Lewis celebrated their wins. They will have been married for 65 years in August.

“We’re just trying to contribute goodness to the park,” Earl Faulk said, standing on a hillside overlooking the basketball and tennis courts in Almont Park.

Albert “Bootsie” Lewis (himself) helped christen the tennis court at Almont Park this morning, celebrated by Mayor Wu and surrounded by family. Watch @dotnews.bsky.social for coverage details next week.