Other projects include directing "Important Things with Demetri Martin" for Comedy Central, the pilot and multiple episodes of Disney XD's Crash & Bernstein,[citation needed] and sketch segments for "Jimmy Kimmel Live!"
He continued to work with MTV, producing, writing, and directing one-hour comedy specials financed by the movie studios as promotional vehicles for their films.
Eventually it was acquired by Trimark Pictures, and under the title My Teacher's Wife aired numerous times on the USA Network, and was released on DVD.
In 2000, Leddy moved to Los Angeles, and began a directing job at Fox's late night sketch comedy show MADtv.
He wrote and directed the opening short film for the 1999 MTV Movie Awards, The Pitch (Titanic II), starring Ben Stiller, Vince Vaughn, and James Cameron.
A brief legal skirmish ensued and Leddy was forced to re-title his film, first as Sing Now or Forever Hold Your Peace, and then for international sales purposes, as The Wedding Weekend,[citation needed].