Her works are in a variety of forms – from online computer games, collaborative performances and "hacktivist" interventions, to interactive websites and widely distributed texts and manifestos.

In her work, she explores some of the far-reaching consequences of Internet and digital technologies on a range of spheres, including aesthetics, labor, leisure, and politics.

Much of Bookchin's later works amass excerpts from video blogs or YouTube found online.

From 1998 to 2000 she was a member of the collective RTMark, and was involved in the gatt.org prank they organized spoofing the 1999 General Agreement on Tariffs and Trade talks She received a bachelor's degree from the State University of New York at Purchase in 1984 and a master's degree in photography from the School of the Art Institute of Chicago in 1990.

Bookchin's work The Intruder was included in the Chicago New Media 1973-1992 Exhibition, curated by jonCates[3] The work combines a game-like structure with narrative elements, drawing upon a short story by Jorge Luis Borges, and is often discussed in the context of electronic literature.