Career
He claims that a common thread in his career is "doing weird things with computers". Along with Andrew C. Greenberg, he created the Apple II game Wizardry: Proving Grounds of the Mad Overlord, one of the first role-playing video games written for a personal computer, as well as several of its sequels. Later, he authored Interferon and Virex, two of the earliest anti-virus applications for the Macintosh, and co-founded AnimEigo, one of the first United States anime releasing companies.
He also runs a search engine promotion website called SelfPromotion.com.
Woodhead made a cameo appearance in the 1982 video game Ultima II as an Non-Player Character. When the player talked to him he would scream "Copy Protect!", a sarcastic reference to the extensive copy protection methods used in video games of the time.
He also has a screen cr in the film Real Genius as their "Hacking Consultant". Woodhead has created two successful Kickstarter projects, "Bubblegum Crisis Ultimate Edition Blu-Ray Secretariat" ($153,964 pledged on a $75,000 goal), and "BackerSupport" ($326 pledged on a $100 goal). Woodhead has also served on the Eve Online Council of Stellar Management with an in-game avatar name of Trebor Daehdoow.
He was re-elected for 4 terms, serving in his last term as Chairman.