Casts

• 

  Drew Barrymore

  Lindsey Meeks

• 

  Jimmy Fallon

  Ben Wrightman

• 

  Jason Spevack

  Ben - 1980

• 

  Jack Kehler

  Al

• 

  Maureen Keiller

  Viv

• 

  Daniel Greene

  Waiter

• 

  Ione Skye

  Molly

• 

  Marissa Jaret Winokur

  Sarah

• 

  KaDee Strickland

  Robin

• 

  JoBeth Williams

  Maureen Meeks

• 

  Siobhan Fallon Hogan

  Lana

• Brett Murphy

  Ryan

• 

  Evan Helmuth

  Troy

• 

  Johnny Sneed

  Chris

• 

  Greta Onieogou

  Tammy

• Lizz Alexander

  Charlene

• 

  Brandon Craggs

  Casey

• Shary Guthrie

  Christie

• 

  Lenny Clarke

  Uncle Carl

• 

  Steve Levy

  Reporter at Spring Training

• 

  Scott Severance

  Artie

• 

  Jessamy Finet

  Theresa

• 

  James B. Sikking

  Doug Meeks

• 

  Willie Garson

  Kevin

• 

  Armando Riesco

  Gerard

• 

  Zen Gesner

  Steve

• 

  Mark Andrada

  Ezra

• 

  Matt Watts

  Valet

• 

  Charlotte Sullivan

  Spin Instructor

• Tim McCarver

  Tim McCarver

• 

  John Franchi

  Red Sox Fan

• 

  Don Gavin

  Cop

• 

  Stephen King

  Stephen King (uncredited)

• 

  Nicholas Purcell

  Red Sox Fan (uncredited)

• 

  Andrew Wilson

  Grant Wade

• 

  Martin Roach

  Husband

• 

  Isabella Fink

  Audrey

• Miranda Black

  Claire

• Michael Rubenfeld

  Ian

• Scott Desano

  Binocular Guy

• Gina Clayton

  Lady at Other Table

• 

  Jackie Burroughs

  Mrs. Warren

• Wayne Flemming

  Leon

• Bobby Curcuro

  Loiterer

• Bart Bedford

  Man at Other Table

• Jason Varitek

  Jason Varitek

• Johnny Damon

  Johnny Damon

• Trot Nixon

  Trot Nixon

• George King

  Mr. Munsell

• 

  John Boylan

  Myerson

• J.C. Kenny

  Reporter

• Paul McGuire

  Reporter

• Quancetia Hamilton

  Rita

• Ken Rogerson

  Scalper

• Howard Nickerson

  Usher

• George Ghali

  Vern - Gym Teacher

• 

  Andrea Davis

  Wife

• Darren Frost

  Zach

• Sharlene Yuen

  Receptionist

• Jim Rice

  Jim Rice

• Dennis Eckersley

  Dennis Eckersley

• Keith MacWhorter

  Keith MacWhorter

• Melinda Lopez

  Sheri

• 

  Sam Dissanayake

  Mr. Abdo

• Peter Gammons

  Peter Gammons

• Don Orsillo

  Don Orsillo

• Harold Reynolds

  Harold Reynolds

• Bob Lobel

  Bob Lobel

• Carl Beane

  Stadium Announcer (voice)

• Mathew Peart

  High School Kid #2 (as Matthew Peart)

• Geoffrey Williamson

  High School Kid #1

• David Klar

  High School Kid #3

• Jermaine Plummer

  High School Kid #4

• Erin Nanstad

  Female Fan

• 

  Johnny Cicco

  Bleacher Fan

• 

  Brian Hayes Currie

  Screaming Fan

• 

  Danny Murphy

  1980's Vendor #1

• Daniel Cummings

  1980's Vendor #2

• Jordan Leandre

  Jordan Leandre

• Bob Weekes

  Hot Dog Vendor #1

• John Ruggiero

  Hot Dog Vendor #2

• 

  Joe Buck

  Sportscaster

• Joe Castiglione

  Sportscaster

• Thomas Jordan

  Kid in Cast (as Tommy Jordan)

• 

  Preston Thomas

  1980's Sox Player

• 

  Scott Rosenberg

  1980's Sox Player

• Mark Ciardi

  1980's Sox Player

• Keegan O'Donnell

  1980's Batboy

• Emily O’Donnell

  1980's Fan

• Diana O'Donnell

  1980's Fan

• Meda Thomas

  1980's Fan

• Jack Andrade

  1980's Fan

• Warren Tashjian

  1980's Fan

• Ray 'Rocket' Valliere

  1980's Fan

• Bob Sands

  Landsdowne Street Fan

• Stacey Lucchino

  Landsdowne Street Fan

• Alison Novelli

  Landsdowne Street Fan

• David Rosenberg

  Party Animal

• Jesse Peter

  East Boston School Kid

• 

  Abe Farrelly

  East Boston School Kid

• Lucy Bidwell

  East Boston School Kid

• Docky

  Crazed Sox Fan

• Mariann Neary

  Crazed Sox Fan

• Paul Palandjian

  Fenway Security

• 

  Jeanne Zelasko

  Jeanne Zelasko