[2] Bergman, who was educated at Concord Academy, was one of the founders of the first Gay–straight alliance[3] and a member of the Governor of Massachusetts' Safe Schools Commission for LGBT youth.

[5] Bergman's first book, Butch Is A Noun, was released in September 2006 by Suspect Thoughts Press and was nominated for a Lambda Literary Award in the LGBT Nonfiction category.

Bergman's second book, The Nearest Exit May Be Behind You, was released by Arsenal Pulp Press in the fall of 2009 and was a Lambda Literary Award finalist in the Transgender category.

Bergman is the founder and publisher[15] of Flamingo Rampant, a micropress focused on making celebratory, inclusive picture books for LGBT2Q+ children and families.

In 2015, Bergman wrote, as a Contributor for the Huffington Post, an article entitled "I Have Come to Indoctrinate Your Children Into My LGBTQ Agenda (And I'm Not a Bit Sorry).