Alyssa Milano as Jesse Young

Christopher Gorham as Ethan Reed

Michael Landes as Troy Parker

Tom Lenk as David Young

Beau Bridges as Uncle Logan

Carol Kane as Barbara

Heather Stephens as Sarah, Ethan's Sister

David Nibley as Bill, Sarah’s Husband

Hannah McFarland as Hayley

Chase Little as Connor

Adam McFarland as Adam

Tayva Patch as Aunt Linda

Chantel Flanders as Catie

Kelly Packard as Suzy

Stephen Carey as Matthew, Boy in Window

Paul Carey as Paul, Store Clerk

Maclain Nelson as Club Host

Chris Clark as Piano Player

Annette Wright as Piano Bar Singer

Lacy Rachelle as Receptionist

Gavin Bentley as Mike, Troy's Employee

Brandy Snow as Brandy, Troy's Employee

Scott Christopher as Garrett, Troy's Business Partner

William Rubio as Spry Fan #1

Brad Johnson as Spry Fan #2

Emily Kennard Dunn as Airport Employee

Joel Bishop as Additional Voiceover (voice)

Christina Thurmond as Additional Voiceover (voice)

Aaliyah Lightfoot as Extra - Grocery Shopper

Kinu Tanaka as Extra - Grocery Shopper / Restaurant Patron / Bar Patron

JayJay Tanaka as Extra - Grocery Shopper

Sasha Tanaka as Extra - Grocery Shopper

Shelly C. Baity as Extra - Woman in Club Line

Lisa Borschel as Extra

Lisa Valentine Clark as Extra - Lady in Piano Bar

Jaci Twiss as Extra

Tony Knight as Extra - Commercial Tough Guy

Eric Dawes as Extra

Leena Kouhia Rinne as Extra

Ryan Doud as Extra

Natalie Murdock as Extra - Make-up Artist

Cort Johnson as Extra - Guy in Coffee Shop

Jan Allen as Extra

Michael Urie as Extra

Jyllian Petrie as Coffee Shop Girl (uncredited)

Christopher K. Hagadone as Man in Coffee Shop (uncredited)

Timothy M. Barlow as Bartender / Café Patron (uncredited)

Joshua Cameron as Bartender (uncredited)

Greg Picard as Waiter in Club (uncredited)

Daryn Tufts as Waiter (uncredited)

Kelly Higgins as Pedestrian / Bystander / Grocery Shopper (uncredited)

Crystal Sargent as Grocery Shopper / Airport Passenger (uncredited)

Elizabeth Hales as Restaurant Patron (uncredited)

Josh Piper as Wedding Guest (uncredited)

Michael Potter as Wedding Guest (uncredited)