He co-founded one of the first digital agencies, Vivid Studios, in 1993. That year, he served as technical editor for the book, Demystifying Multimedia. In 1994, he led a project to study the social interactions and use of technology for the WELL community. In 1995, his firm managed the online launch of Microsoft Windows 95 (the largest online technology product introduction of this time).
In 2000, Poole joined as CEO of French Linux publisher MandrakeSoft. In 2001, Poole founded the first openSAAS enterprise, Affero, Inc. and in 2002, published the Affero General Public License, version 1. Poole joined the board of the Free Software Foundation in December 2002. In 2003, Poole managed the digital team for Kucinich for US President and in 2004, founded government digital services firm CivicActions. In May 2006, Poole and the Free Software Foundation launched the anti-DRM campaign, Defective by Design.
A software freedom activist, Poole has organized fundraisers for Dmitry Sklyarov and the Free Software Foundation.
- "911 Truth Statement Demands Deeper Investigation - 911Truth.Org %". October 26, 2004.
- Henry Poole CivicActions Bio
- Politics on the Net
- Berkeley Technophiles Launch Campaign Software Revolution
- Presidential Campaigning at the Edge
- The Affero GPL: Closing the Distribution Loophole
- Famed Berkeley Home Hosts Kucinich E-campaign
- LinuxPlanet Interview: Trust Unlimited
- Technical Entrepreneur Profile - Henri Poole: Bridging Worlds
- Financial Times: Building communities on the internet
- BusinessWeek: Yankee, We Want You. Yankee, Go Home
- Scoop Media: Where is the Money