- Worked as program director of Hobart College’s public radio station WEOS.
- Performed with the inaugural company of the Globe Theatre in London.
- Opened Fast Ashleys Studios, a Brooklyn garage and photo studio in 2000.
- Received Special Citations at the 2009 Obie Awards for his performance in Hamlet.
- In 2010, participated in the second season of Sam Mendes’ Bridge Project, playing roles in As You Like It and The Tempest.