All Cast

Drew Barrymore

Drew Barrymore

Lindsey Meeks

Jimmy Fallon

Jimmy Fallon

Ben Wrightman

Jason Spevack

Jason Spevack

Ben - 1980

Jack Kehler

Jack Kehler

Al

Maureen Keiller

Maureen Keiller

Viv

Daniel Greene

Daniel Greene

Waiter

Ione Skye

Ione Skye

Molly

Marissa Jaret Winokur

Marissa Jaret Winokur

Sarah

KaDee Strickland

KaDee Strickland

Robin

JoBeth Williams

JoBeth Williams

Maureen Meeks

Siobhan Fallon Hogan

Siobhan Fallon Hogan

Lana

Brett Murphy

Brett Murphy

Ryan

Evan Helmuth

Evan Helmuth

Troy

Johnny Sneed

Johnny Sneed

Chris

Greta Onieogou

Greta Onieogou

Tammy

Lizz Alexander

Lizz Alexander

Charlene

Brandon Craggs

Brandon Craggs

Casey

Shary Guthrie

Shary Guthrie

Christie

Lenny Clarke

Lenny Clarke

Uncle Carl

Steve Levy

Steve Levy

Reporter at Spring Training

Scott Severance

Scott Severance

Artie

Jessamy Finet

Jessamy Finet

Theresa

James B. Sikking

James B. Sikking

Doug Meeks

Willie Garson

Willie Garson

Kevin

Armando Riesco

Armando Riesco

Gerard

Zen Gesner

Zen Gesner

Steve

Mark Andrada

Mark Andrada

Ezra

Matt Watts

Matt Watts

Valet

Charlotte Sullivan

Charlotte Sullivan

Spin Instructor

Tim McCarver

Tim McCarver

Tim McCarver

John Franchi

John Franchi

Red Sox Fan

Don Gavin

Don Gavin

Cop

Stephen King

Stephen King

Stephen King (uncredited)

Nicholas Purcell

Nicholas Purcell

Red Sox Fan (uncredited)

Andrew Wilson

Andrew Wilson

Grant Wade

Martin Roach

Martin Roach

Husband