On December 3, 1999, six firefighters from Leary's hometown of Worcester were killed in the Worcester Cold Storage Warehouse fire. Among the dead were Leary's cousin Jerry Lucey and his close childhood friend Lt. Tommy Spencer. In response, the Comedian founded the Leary Firefighters Foundation. Since its creation in the year 2000, the foundation has distributed over $2.5 million (USD) to fire departments in the Worcester, Boston, and New York City areas for equipment, training materials, new vehicles, and new facilities. Leary won $125,000 for the foundation on the game show Who Wants to Be a Millionaire. Leary has close ties with 107.3/WAAF, which in 2000 released the station album Survive This! Part of the proceeds from this album were donated to the Leary Firefighters Foundation.