She was one of the instigators of Gay Shame in San Francisco, which started in 2000 and became "a year-round direct action extravaganza dedicated to exposing all hypocrites".

Flaming Challenges to Masculinity, Objectification, and the Desire to Conform, was published by AK Press in 2012, and was an American Library Association Stonewall Honor Book.

[7] Sycamore's first memoir, The End of San Francisco, was published by City Lights Books in 2013, and won a Lambda Literary Award.

Her second memoir, The Freezer Door, was published by Semiotext(e) in 2020, and received rave reviews in The New York Times[9] and The Washington Post[10] on the publication date.

The Freezer Door was named one of the Best LGBTQ Books of 2020 by O, The Oprah Magazine,[11] was a New York Times Editors' Choice,[12] and was a finalist for the 2021 PEN/Jean Stein Book Award, an annual award which recognizes a "book-length work of any genre for its originality, merit, and impact, which has broken new ground by reshaping the boundaries of its form and signaling strong potential for lasting influence.

"[13] Sycamore's sixth anthology, Between Certain Death and a Possible Future: Queer Writing on Growing Up with the AIDS Crisis, was published by Arsenal Pulp Press in 2021.

A Debate with Lt. Dan Choi and Queer Activist Mattilda Bernstein Sycamore, and later penned op-eds against trans inclusion in the military in Truthout[18] and The Baffler.

Invasion at the Seattle Public Library, alongside other queer and trans anti-military voices, including Micha Cárdenas, Soya Jung, Nikkita Oliver and Matt Remle.