Sarah Jessica Parker as Kate Reddy

Pierce Brosnan as Jack Abelhammer

Greg Kinnear as Richard Reddy

Christina Hendricks as Allison Henderson

Kelsey Grammer as Clark Cooper

Seth Meyers as Chris Bunce

Olivia Munn as Momo Hahn

Jane Curtin as Marla Reddy

Mark Blum as Lew Reddy

Busy Philipps as Wendy Best

Sarah Shahi as Janine LoPietro

Jessica Szohr as Paula

Emma Rayne Lyle as Emily Reddy

Julius Goldberg as Ben Reddy

Theodore Goldberg as Ben Reddy

James Murtaugh as Roger Harcourt

Mika Brzezinski as Mika Brzezinski

Eugenia Yuan as Jack's Receptionist

Joseph Amato as IT Guy

Michelle Hurst as Nurse

Beth Fowler as Clark's Secretary

Michael Hogan as Bowling Alley Clerk

Marceline Hugot as Beth

Steve Routman as Marcus

Raymond McAnally as Roy

Katie Hyde as Organic Mom

Robbie Sublett as Dad

Natalie Gold as Young Mother with Cell Phone

Lorna Guity Pruce as Woman in Bowling Alley

Jacob Alexander as Towncar Driver

Erica Cho as Dana the Intern (uncredited)

Mike DiGiacinto as Bounce's Friend (uncredited)

Ian Bonner as Boston Cabbie (uncredited)

Sal Lizard as Santa (uncredited)

Lynne Valley as Parent at School (uncredited)