Jake Hart wrote this parody of the "Glengarry, Glen Ross" film and originally offered the role of "Mister Fred Rogers" to the real Fred Rogers. Rogers drafted a letter explaining that he did not feel strong enough as an actor, for such a challenging role but wished Hart good luck with the filming. Carson Grant was selected for this role, after performing the monologue from "Good Will Hunting" (...I thought about what you said to me the other day, about my painting...Sean Macquire-therapist). Carson Grant, growing his hair out for another future role, braided the tail and used Duct tape to stick it on the back of his neck while shooting this character. In some camera moves the tail can be seen but adds to the TV mask of the character. Unfortunately, the real Fred Rogers died before the edit was completed.
Throughout the rehearsal process, Jake Hart directed Carson Grant, reviewing every camera movement from "Glenngarry Glen Ross" and every gesture Alec Balwin had made as an actor, which then needed to be translated and reflected in Carson Grant's performance as 'Fred Rogers'.