Three years ago, my friend and go-to comedy compatriot, Kit Pongetti and I shot a short film called Trendsetters. I played a con man, and Kit played my assistant, and it was the first time we explored a comedy dynamic -- repressed boss and his eager-to-please secretary -- that we've been playing around with ever since.
Today, I'm excited to roll out a follow-up project with a similar dynamic: Nothing Ventured. This 3-part web series puts us in familiar roles: me as a wealthy internet pioneer (and former ice cream parlor owner), and Kit as a job applicant for an assistant position.
Developing "Nothing Ventured" was a fun process. We used improv from beginning to end. A day of "rehearsal," riffing on various job interview topics for a few hours, filming the wide-ranging conversation. After reviewing this tape, we were able to boil down a few areas of improv that seemed most fertile, and we came up with a simple outline for three episodes. Not a script as much as a few bullet points on how one conversation topic flowed to the next. The day of the actual shoot, we bounced from one bullet point to the next, filming each loose "scenelet" a number of times, exploring the subject matter differently each time. In the editing room, I cut together a "best of" selection of takes, and the result is a set of three 4-5 minute webisodes!