 Paul GiamattiMiles | Miles |
 Thomas Haden ChurchJack | Jack |
 Virginia MadsenMaya | Maya |
 Sandra OhStephanie | Stephanie |
 Marylouise BurkeMiles's Mother | Miles's Mother |
 Jessica HechtVictoria | Victoria |
 Missy DotyCammi | Cammi |
 M.C. GaineyCammi's Husband | Cammi's Husband |
 Alysia ReinerChristine Erganian | Christine Erganian |
 Shake TukhmanyanMrs. Erganian | Mrs. Erganian |
 Shaun DukeMike Erganian | Mike Erganian |
 Robert CovarrubiasMiles's Building Manager | Miles's Building Manager |
 Patrick GallagherGary the Bartender | Gary the Bartender |
 Stephanie FaracyStephanie's Mother | Stephanie's Mother |
 Joe MarinelliFrass Canyon Pourer | Frass Canyon Pourer |
| CChris BurroughsChris at Stanford | Chris at Stanford |
| TToni HowardEvelyn Berman-Silverman (voice) | Evelyn Berman-Silverman (voice) |
| KKhoren BabouchianArmenian Priest | Armenian Priest |
| LLee BrooksKen Cortland | Ken Cortland |
 Peter DennisLeslie Brough | Leslie Brough |
| AAlison HersonFoxen Winery Pourer | Foxen Winery Pourer |
 Phil ReevesVacationing Dr. Walt Hendricks | Vacationing Dr. Walt Hendricks |
| RRob TrowObnoxious Golfer | Obnoxious Golfer |
 Lacey RaeLos Olivos Waitress | Los Olivos Waitress |
 Cesar RamosBarista | Barista |
| DDaniel RogersReciting Eighth Grader | Reciting Eighth Grader |
 Natalie CarterSiena | Siena |
| SSimon KassisMini-Mart Owner | Mini-Mart Owner |
| SSevag KendirjianArmenian Deacon | Armenian Deacon |
| JJaren ColerAcoustic Guitarist | Acoustic Guitarist |
