Watson was born in Fayetteville, Arkansas. He has been a lifelong gamer, starting at age 11. His first year of employment was as a landscaper/lawn mower in Hot Springs, Arksansas.
Watson was introduced to role-playing games by his father in Evanston, Wyoming during 1986. He started out playing Dungeons & Dragons, and by the time he was in high school, he was playing several different systems at the same time: Robotech, TMNT, Rifts, Star Wars, and Marvel Super Heroes. Watson was often asked to come up with the stories and adventures for these games during lunch, building his ability to improvise and connect narratives. Watson said, "My father brought home this red box labeled ‘Dungeons and Dragons.’ He told me that ‘it looked interesting,’ and that I should ‘really learn how to play it.’ So I did."
Watson first became interested in wargaming during high school. During his enlistment in the US Army at Fort Knox, Kentucky, Watson became involved with a local group playing Warhammer 40,000. Since 1999, he has been a miniature war-gaming enthusiast.
Watson’s involvement in the Louisville, Kentucky gaming scene led to his employment as the D20 Line Editor at Citizen Games. He helped develop and write several products for Citizen Games and parlayed that success into freelance writing for other companies such as Atlas Games and Fantasy Flight Games. Watson wrote for several D20 projects, including the Penumbra Fantasy Bestiary, Sorcery & Steam, and the award-winning Dawnforge: Crucible of Legend. Wizards of the Coast tapped Watson to edit the Complete Divine sourcebook for Dungeons & Dragons 3.5.
In late 2003, Watson was employed as a copywriter/editor at Games Workshop in Glen Burnie, Maryland. He joined the US White Dwarf team creating content for the magazine for Warhammer 40,000, Warhammer Fantasy, and The Lord of the Rings Fantasy Battle Game.
Watson was hired in 2008 by Fantasy Flight Games after that company acquired the license for Warhammer 40,000 Roleplay. He joined the company as the Lead Developer for Dark Heresy, became the principal architect of Rogue Trader and Deathwatch, and helped design Black Crusade. Watson worked on over 50 products across the Warhammer 40,000 Roleplay lines. While at Fantasy Flight Games, Watson consulted on several Warhammer 40,000-themed games made at the company, such as Relic, Space Hulk: Death Angel, and Horus Heresy. He developed the Dust Warfare miniatures game and contributed to the design of Star Wars: Edge of the Empire.
In 2013, Watson teamed up with John Dunn and Jason Marker to produce Accursed, a campaign setting of Watson’s own design for Savage Worlds. Accursed was successfully kickstarted, and several titles for the line have been produced. Accursed is a campaign setting that "combines Hellboy with Solomon Kane," where the players take on the roles of classic monsters fighting against evil witches who have conquered their land.
Watson joined Evil Beagle Games as a partner with the company’s founder, Sean Patrick Fannon, in 2014. Watson became the company’s managing director and has overseen the production of books for Shaintar, a high-fantasy setting for the Savage Worlds RPG. In 2015, it was announced that Evil Beagle Games, with Watson as lead developer, would be working with Palladium Books and Pinnacle Entertainment Group to produce Savage Rifts, an adaptation of the Rifts setting to Savage Worlds. Evil Beagle also collaborated with High Rock publishing, again with Watson as lead developer, to create a new edition of Aaron Allston’s Strike Force in 2016.
Watson has worked as a freelance writer, game designer, and IP consultant since 2001. He consulted with Catalyst Game Labs on Shadowrun 5th edition and has designed several game products for Pinnacle Entertainment Group, including Lankhmar: City of Thieves and the Last Parsec. Watson contributed to the No Quarter Presents: Urban Adventure project for Privateer Press and In Defense of Innocence for Wyrd Games.
The Rogue Warden is Watson’s personal blog about gaming that he started in 2012. It was nominated for an ENNie award in 2013, and has since been combined with his personal web page. Watson hosted the Gamer’s Tavern podcast, a show discussing gaming and game design. In mid-2016, he stepped down from hosting the podcast.
Watson worked as a narrative designer on Dark Millennium Online, Regicide, and Darksiders II. For Regicide, he wrote the main story, cutscenes, and in-game dialogue. On Darksiders II, Watson worked on portions of the main game’s script and wrote the stories and dialogue for all three DLCs. Recently, he wrote the dialogue, story, and promotional trailers for Battlefleet Gothic: Armada.