Born 1987, Kosakowski is a GHTBL veteran pitcher turned championship manager. He grew up in New Britain, CT. After his family moved to Berlin, CT, Kosakowski played for Berlin High School and American Legion Post 68 under Leo Veleas. Connecticut Connecticut State University recruited him to pitch. Kosakowski had his best season for the Blue Devils during his Junior year and competed in the Northeast Conference for four consecutive seasons. During this time, Kosakowksi spent his summers in the GHTBL on the Middletown-based Bill's Sports Shop team (later becoming RMR Construction and then Ferguson Waterworks). He won 3 straight championships as an effective closer for Ferguson Waterworks. In 2019, Kosakowski took over as manager of the East Hartford Jets. The following season, he led the Jets to the 2020 Playoff championship. Kosakowski is also a school psychologist who lives with his wife, Elizabeth in Newington, CT.