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Brief Synopsis: "Drew Baylor is fired after causing his shoe company to lose hundreds of millions of dollars. To make matters worse, he's also dumped by his girlfriend. On the verge of ending it all, Drew gets a new lease on life when he returns to his family's small Kentucky hometown after his father dies. Along the way, he meets a flight attendant with whom he falls in love."

Overall Ranking: - (Rank from 2005: # 0)

Adjusted* Rating:
(lowest rating dropped)

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People Involved

  • Orlando Bloom (Drew Baylor)
  • Kirsten Dunst (Claire Colburn)
  • Susan Sarandon (Hollie Baylor)
  • Alec Baldwin (Phil DeVoss)
  • Bruce McGill (Bill Banyon)
  • Judy Greer (Heather Baylor)
  • Jessica Biel (Ellen Kishmore)
  • Paul Schneider (Jessie Baylor)
  • Jed Rees (Chuck Hasboro)
  • Paula Deen (Aunt Dora)
  • Tim Devitt (Mitch Baylor)
  • Loudon Wainwright III (Uncle Dale)
  • Jim Fitzpatrick (Rusty)
  • Masam Holden (Drew at Age 10)
  • Gailard Sartain (Charles Dean)
  • Dan Biggers (Uncle Roy)
  • Alice Marie Crowe (Aunt Lena)
  • Ted Manson (Sad Joe)
  • Maxwell Moss Steen (Samson)
  • Reid Thompson Steen (Samson)
  • Shane Lyons (Starstruck Kid)
  • Emily Rutherfurd (Cindy Hasboro)
  • Michael Naughton (Another Cousin)
  • Griffin Grabow (Griffin)
  • Nina Jefferies (Staring Mona)
  • Emily Goldwyn (Star Basketball Player)
  • Kristin Lindquist (Connie)
  • Allison Munn (Desk Clerk Charlotte)
  • Tom Humbarger (Crematory Concierge)
  • Patty Griffin (Sharon)
  • Gregory North (Helicopter Pilot)
  • Steve Seagren (Dock Worker)
  • Guy Stevenson (Security Guard)
  • Jeffrey De Serrano (Security Guard)
  • Jeanette OConnor (Assistant)
  • Catherine McGoohan (Assistant)
  • Sean Nepita (Mike Bohannon)
  • Dena DeCola (Debbie)
  • David Brandt (Hotel Manager)
  • Jenny Gregg Stewart (Loud Kid)
  • Delaney Keefe (Loud Kid)
  • Travis Howard (Electrician)
  • Bobby Daniels (Des)
  • Rod Burke (Raymond)
  • Nate Mooney (Trent)
  • Judy Pryor Trice (Woman in Finery)
  • Jim James (Jessies Band)
  • Two-Tone Tommy (Jessies Band)
  • Patrick Hallahan (Jessies Band)
  • Charlie Crowe (Jessies Band)
  • Carl Broemel (Jessies Band)
  • Scott Sener (Jessies Band)
  • John M. Sullivan (Etown Veteran)
  • Sonny King (Etown Veteran)
  • Erwin Russell Marlowe (Etown Veteran)
  • Michael Hatch (Drew at Age 6)
  • Kelly Pendygraft (Rebecca the Bridesmaid)
  • Jennifer Woods (Bridesmaid)
  • Alana Ball (Maid of Honor)
  • Russell George (Russ from Ernestine and Hazels)
  • Ralph Conlee (Man on the Bench)
  • Billy Tencza (Brett)
  • Hailey Knight (Isis)
  • Nicky Roos (Sharons Son)
  • Zane Rice (Little Chapel Boy)
  • Kassie Pinegar (Little Howling Girl)
  • Daya Fernandez (Mercury Shoe Designer)
  • Michael Jaroscak (The Young Recruit)
  • Nigel Miguel (Basketball Coach)
  • Samantha Ray (Frightened Memorial-goer)
  • Nicole Spector (Other Girl in Red Hat)
  • Leslie David Baker (Airport Security #2 (uncredited))