Benjamin is a co-founder of Agaric Technology Collective, a web development and strategy consultancy which helps people create and use powerful Internet technology. He was a founding elected director of the Amazing Things Arts Center in Framingham, Massachusetts, and has supported numerous journalistic and social ventures. In 2010-2011, he led 34 authors in writing of the 1,100 page Definitive Guide to Drupal 7. More recently, he has been helping build the Drutopia platform.

Benjamin uses libre software to give people and groups control over their online communication and web presence. To help all people gain power over our own lives, which we need to make progress toward justice and liberty, he volunteers at a nonprofit organization called, and for, People Who Give a Damn.