Jerry London Director Chad Lowe John Denver Actor Kristin Davis Annie Denver Actor Brian Markinson Hal Thau Actor Susan Hogan Irma Actor Wezley Morris Zak Actor Stefanie Walmsley Anna Kate Actor Gerald McRaney Dutch Actor Gage Giles Young John Denver Actor Reg Tupper MC Actor Kelly Dean Sereda Mike Actor Byron Lucas Joe Actor Garry Chalk Milt Actor Tyler Labine Frat Guy Actor Tyrone Leitso Student Producer Actor Kurt Evans Production Assistant Actor Saskia Gould Girlfriend at European Party Actor Dylan McCoombs-Austin Zak Actor Emma Woo Anna Kate Actor Ty Olsson Workman Actor Clare Lapinskie Cassandra Actor Kristina Matisic Anchor Actor Trevor Devall Jake Actor Stephen Harrigan Writer Carroll Newman Producer Jon Cowan Executive Producer Scott Siegler Executive Producer Antony Root Executive Producer Robert Rovner Executive Producer Mike Fash Cinematographer Bernard Gribble Film Editing Lee Holdridge Original Music Linda Del Rosario Production Design Brian Kane Set Decoration Cynthia Ann Summers Costume Design Natalie Hart Casting