How many dates does it take to find love?
Comedy · Romance
Release date: 6/16/2026
Andy Delaney
Director
Sarah Howard
Writer
Overview
Ready to quit the dating scene altogether, burned-out Leah accepts her grandmother's outrageous challenge—40 dates in 40 nights in exchange for a year's rent—only to discover amidst the awkward dinners and unexpected sparks that her biggest obstacle to love is herself.
Where to watch
Not currently available on any streaming service in your region.
Cast
Bailee Madison
Leah Jones
Joel Courtney
Mason
Jack Schumacher
Jackson
Luxy Banner
Bianca
Eric Nelsen
Buzz
Liz Mikel
Edith
Jennifer Griffin
Tilda
Jai Rodriguez
Steven
Annie Potts
Gigi
Joseph Rosa
Matt
Bethany Geaber
Mavis
Jeremy Culhane
George
Tanner Ellis
Ben #2
Mika Ireland
Scarlett
Mia Challis
Veronica Summers
Randy McDowell
Baker
Mark Hapka
Curt
Sterling Knight
Date #2 - Potato Guy
Aaron Valentine
Date #4 - Pudding Guy
Ian Hyland
Date #5 - Spaghetti Boy
