Blogs by Jeramie

When the parade starts, the music is loud, the crowd is smiling, and the float looks effortless. What most people don’t see is the months of preparation, creativity, coordination, and financial investment that happen long before the first step is taken down the route.

Some performances are about a stage. Others are about a city watching in real time. Every year, Smyly Sickwitit shows up where Massachusetts culture is the loudest: major legacy parades and neighborhood traditions where the streets become the venue.

n October 5th, 2025, the streets of Roslindale came alive — not just with music and movement, but with heart, pride, and history. As the 49th Annual Roslindale Parade rolled through the neighborhood, one familiar sound rose above the rest: the voice and energy of Smyly Sickwitit, Roslindale’s own son and a true hometown hero.