Jack Milligan

Jack Milligan is an educator, artist, and advocate based out of Jamaica Plain, Mass. Jack received his Bachelors of Fine Arts from Green Mountain College in Vermont and has taught kindergarteners and first graders for more than 10 years. In his work as a trans rights advocate, he serves as a mentor for transgender high school students in the greater Boston community and is committed to helping raise a generation of thoughtful and engaged youth. Jack was also featured on the Death, Sex, and Money podcast to discuss masculinity and he was a founding member of the artists’ collective Pleasure Drone, a genderqueer house band for a quarterly storytelling salon held at Harvard’s Oberon Theater in Cambridge, Mass. In the summer of 2019, he was an artist-in-residence at Gallery 263 in Cambridge, where he painted a series of colorful leg paintings that playfully examine our assumptions about gender. He also created the poster artwork and logo for the award-winning documentary, Jack & Yaya, which follows Jack and his best friend Yaya as they celebrate their friendship and fight for acceptance as openly trans people.

Milligan was born in Deptford, New Jersey, the site of the first hot air balloon landing in America and where Jack’s love for the Philadelphia Eagles and Pearl Jam was ignited. His childhood was spent building forts, fires, and scaring his younger siblings about the Jersey Devil. He loves to go crabbing, watch The Price Is Right, listen to Rod Stewart, and give walking tours of Forest Hills Cemetery. 

Meet Jack at the Saturday screening of Jack and YaYa and again at the Saturday night red carpet cocktail hour. See Jack speak at the Saturday night banquet.