[2] As a child, he aspired to be a professional baseball player, but didn't make his high school team, and so became a Little League umpire.
[4] After moving to Los Angeles, he worked at Tower Video, a job he liked since he had never been exposed to independent movies before.
The two starred together in the web series Derek & Simon: The Show on the comedy website Super Deluxe, which they created with comedian Bob Odenkirk.
They made two short films "Derek & Simon: The Pity Card" (co-starring Zach Galifianakis and Bill Hader) and "Derek & Simon: A Bee and a Cigarette" (co-starring Casey Wilson and Emily Rutherfurd) and had a pilot deal with HBO in 2005.
Waters has appeared on television programs such as The League, Funny or Die Presents, It's Always Sunny in Philadelphia, Nick Swardson's Pretend Time, Maron, Happy Endings, Suburgatory, The Sarah Silverman Program, Santa Clarita Diet, and The Middle.