Mad Men

Season 5 · 13 Episodes

Season 5

201213 Episodes

Season 5 takes place between Memorial Day 1966 and spring 1967. The season explores Don Draper's new marriage to Megan, which leads him to ignore his work at the Sterling Cooper Draper Pryce advertising agency. Meanwhile, Lane, Pete, Roger, Joan, and Peggy learn that it is "every man for himself" in their personal and professional lives, as they each face painful new beginnings.

Episodes

For the Draper family, life has changed. The children must adapt to a new home, a new brother, and a new stepmother. Don seems to have everything a man could want. However, Megan, still employed at the agency, has difficulty interpreting Don's expectations for a sex kitten at home and a prim and proper employee at the office.

Director

Jennifer Getzinger

Written By

Matthew Weiner

Don and Megan work out some of their issues, Roger and Pete butt heads, and Joan has a run-in with a house guest.

Director

Jennifer Getzinger

Written By

Matthew Weiner

Guest Stars

Peyton List

Jane Sterling

Christine Estabrook

Gail Holloway

Beth Hall

Caroline

Stephanie Drake

Meredith

Alexandra Ella

Clara

Embeth Davidtz

Rebecca Pryce

Jeff Clarke

Howard Dawes

Brian Scolaro

Alex Polito

Bill Lee Brown

Cab Driver

Dennis Apergis

Apolo Georgopoulos

As Sterling Cooper Draper Pryce tries to build upon its current business, Peggy is given new responsibility. Don and Harry indulge a client. Betty contemplates her mortality after seeing a doctor.

Director

Jon Hamm

Written By

Erin Levy, Matthew Weiner

Guest Stars

Ben Feldman

Michael Ginsberg

Mason Cotton

Bobby Draper

Robin Pearson Rose

Alice Geiger

Teyonah Parris

Dawn Chambers

Adria Tennor

Joyce Darling

Pamela Dunlap

Pauline Francis

John Sloman

Raymond Geiger

Stephen Mendel

Morris Ginsberg

Hayley McFarland

Bonnie

Ken Barnett

Dr. Horton

Sophi Bairley

Mari Weiss

Cecillia

Ryan Smith

Bouncer

Lyn Mahler

Nurse

Don has an encounter with someone from the past. Meanwhile, Roger increases Peggy's workload, and Joan comes to a momentous decision.

Director

Matt Shakman

Written By

Matthew Weiner, Victor Levin

Guest Stars

Ben Feldman

Michael Ginsberg

Sam Page

Greg Harris

Christine Estabrook

Gail Holloway

Stephanie Drake

Meredith

Zosia Mamet

Joyce Ramsay

Teyonah Parris

Dawn Chambers

Pamela Dunlap

Pauline Francis

Alyson Reed

Ruth Harris

Lou Richards

Charles Butler Jr.

Mädchen Amick

Andrea Rhodes

S.E. Perry

Joe Harris

Matt Biedel

Lewis Porter

Zac Goodspeed

Soldier

Nicholas Cutro

Waiter

Lane attempts to land an account with Jaguar Cars, leading to a altercation with Pete. Pete and Trudy host a dinner party in the suburbs.

Director

John Slattery

Written By

Matthew Weiner, Frank Pierson

Guest Stars

Larisa Oleynik

Cynthia Cosgrove

Teyonah Parris

Dawn Chambers

Embeth Davidtz

Rebecca Pryce

Alison Brie

Trudy Campbell

David Hunt

Edwin Baker

Amanda Bauer

Jenny Gunther

Parker Young

Jim Hanson

Cherilyn Wilson

Daphne

Eve Gordon

Giselle

Peggy has a tough time during a particularly formidable pitch. Don calls on a potential client. Roger and Jane have an experience with LSD.

Director

Scott Hornbacher

Written By

Matthew Weiner, Semi Chellas

Guest Stars

Ben Feldman

Michael Ginsberg

Peyton List

Jane Sterling

Teyonah Parris

Dawn Chambers

Charlie Hofheimer

Abe Drexler

John Sloman

Raymond Geiger

Stephen Mendel

Morris Ginsberg

Tony Pasqualini

Sandy Orcutt

Bess Armstrong

Catherine Orcutt

Tom Beyer

Dale Vanderwort

Lisa K. Wyatt

Brenda

Joe Williamson

Man

Greg Allan Martin

John Frank

Kristen Miller

Olive Frank

Keith Allan

Steven Chase

Thomas Lumberg Jr.

State Trooper

Lou Bonacki

Cabbie

Don is honored at a banquet for the American Cancer Society, but finds his professional reputation has been damaged. Sally lends a hand to a relative. Megan's parents come to visit from Canada.

Director

Michael Uppendahl

Written By

Jonathan Igla

Guest Stars

Ben Feldman

Michael Ginsberg

Mason Cotton

Bobby Draper

Talia Balsam

Mona Sterling

Marten Holden Weiner

Glen Bishop

Larisa Oleynik

Cynthia Cosgrove

Robin Pearson Rose

Alice Geiger

Pamela Dunlap

Pauline Francis

Myra Turley

Katherine Olson

Charlie Hofheimer

Abe Drexler

Ray Wise

Ed Baxter

John Sloman

Raymond Geiger

Julia Ormond

Marie Calvet

Ronald Guttman

Emile Calvet

Nick Benson

Boy

Megan has second thoughts about her future at Sterling, Cooper, Draper, Pryce. Peggy lashes out when she's inadvertently put in the uncomfortable position of having to lie. Pete's effort to protect an acquaintance doesn't turn out quite like he expected.

Director

Phil Abraham

Written By

Matthew Weiner

Guest Stars

Ben Feldman

Michael Ginsberg

Teyonah Parris

Dawn Chambers

Alexis Bledel

Beth Dawes

Jeff Clarke

Howard Dawes

Dennis Haskins

Phil Beachum

Jordan Feldman

Rick Swanson

Doug Tompos

Pat Wallace

James Sharpe

Calvin Nichols

Molly Hawkey

Sarah

Don attempts to regain his creative spark, but undermines a member of his staff while doing so. Roger pursues some new clients, and in the process, hurts Jane. Betty displays her pettiness when she reveals a distressing secret to Sally.

Director

Scott Hornbacher

Written By

Erin Levy

Guest Stars

Ben Feldman

Michael Ginsberg

Mason Cotton

Bobby Draper

Peyton List

Jane Sterling

Alexis Bledel

Beth Dawes

Jeff Clarke

Howard Dawes

Meghan Bradley

Julia

Richard Fancy

Max Rosenberg

Kate McNeil

Edith Huff

Mark Famiglietti

Bernie Rosenberg

Eileen Barnett

Amelia Rosenberg

Gabrielle Wagner

Judy Steckler

Harry finds himself in an uncomfortable position after reconnecting with Paul Kinsey who has joined the Hare Krishnas. Lane takes drastic and unethical measures to get out of financial trouble. Don spends an afternoon with Joan to get her mind off her marital problems.

Director

Michael Uppendahl

Written By

Matthew Weiner, Victor Levin

Guest Stars

Michael Gladis

Paul Kinsey

Ben Feldman

Michael Ginsberg

Beth Hall

Caroline

Stephanie Drake

Meredith

Teyonah Parris

Dawn Chambers

Embeth Davidtz

Rebecca Pryce

Sadie Alexandru

Scarlett

Anna Wood

Lakshmi Bennett

Nicholas Guest

Anthony Marsh

James DuMont

Walt Jarvis

Mitchell Fink

Eric Pierce

Eli Bildner

Kid

David Crane

Man

Chris Devlin

Actor

Aimee Deshayes

Actress

Elisha Yaffe

Stewart

Pete asks Joan to make a personal and moral sacrifice to ensure the company lands the Jaguar account. Don becomes furious after learning of the impact Megan's new profession will have on their life. Feeling unappreciated, Peggy attends lunch with Freddy Rumsen, who encourages her to make a move.

Director

Phil Abraham

Written By

Matthew Weiner, Semi Chellas

Guest Stars

Kevin Rahm

Ted Chaough

Ben Feldman

Michael Ginsberg

Joel Murray

Fred Rumsen

Christine Estabrook

Gail Holloway

Beth Hall

Caroline

Teyonah Parris

Dawn Chambers

Alison Brie

Trudy Campbell

Mark Kelly

Dale

Brian Elerding

Bill Mitford

Meghan Bradley

Julia

Jordan Feldman

Rick Swanson

Gary Basaraba

Herb Rennet

Marty Lodge

David Tollenger

Lane's shameful secret comes to the surface with dire consequences. Don recaptures his hunger for success, and Sally experiences a major milestone.

Director

Christopher Manley

Written By

Maria Jacquemetton, André Jacquemetton

Guest Stars

Mason Cotton

Bobby Draper

Marten Holden Weiner

Glen Bishop

Embeth Davidtz

Rebecca Pryce

Sadie Alexandru

Scarlett

Ray Wise

Ed Baxter

Meghan Bradley

Julia

Timothy Carhart

Jed Covington

Michael Chieffo

Jim Buckley

John Knox

Jack Schmidt

Henry Dittman

Tom Schafer

Roberto Bonanni

Gino

Roger seeks to expand his affair with Megan's mother. Pete has a "last" encounter with Beth with lasting repercussions. Megan struggles to find acting work and asks for Don's help getting an audition. Peggy still seeks Don's approval.

Director

Matthew Weiner

Written By

Matthew Weiner, Jonathan Igla

Guest Stars

Kevin Rahm

Ted Chaough

Ben Feldman

Michael Ginsberg

Jay Paulson

Adam Whitman

Teyonah Parris

Dawn Chambers

Embeth Davidtz

Rebecca Pryce

Alison Brie

Trudy Campbell

Sadie Alexandru

Scarlett

Alexis Bledel

Beth Dawes

Jon Manfrellotti

Art Garten

Jay Seals

Marvin Woodman

Jeff Clarke

Howard Dawes

Lou Richards

Charles Butler Jr.

Julia Ormond

Marie Calvet

Emily Baldoni

Emily

James Martin Kelly

Conductor

Geoffrey Wade

Dr. Leonard

Mary Kathleen Gordon

Nurse

Madeleine Hamer

Blonde

Mad Men

Season 5

Episodes

1.A Little Kiss (1)

Guest Stars

2.A Little Kiss (2)

Guest Stars

3.Tea Leaves

Guest Stars

4.Mystery Date

Guest Stars

5.Signal 30

Guest Stars

6.Far Away Places

Guest Stars

7.At the Codfish Ball

Guest Stars

8.Lady Lazarus

Guest Stars

9.Dark Shadows

Guest Stars

10.Christmas Waltz

Guest Stars

11.The Other Woman

Guest Stars

12.Commissions and Fees

Guest Stars

13.The Phantom

Guest Stars