He auditioned for Saturday Night Live the same year that fellow Second City alumnus David Koechner joined the cast.

He had a significant supporting role on The Riches playing Minnie Driver's nefarious cousin until its cancellation in September 2008.

[3] In September 2020, Stashwick appeared as a guest on the Studio 60 on the Sunset Strip marathon fundraiser episode of The George Lucas Talk Show.

Stashwick is also the co-creator, along with DC and Marvel artist Dennis Calero of the online web comic Devil Inside, which had its launch at the 2010 San Diego Comic-Con.

He and Calero met because Dennis had illustrated Todd's character from Heroes into an online comic based on the series.

The two decided to collaborate on their own title which is being self-published once a week in traditional serialized strip form on Stashwick's personal website.