Joan P. Harris (née Holloway; Christina Hendricks) is first depicted as an office manager at Sterling Cooper, who acts as a professional and social mentor, as well as an occasional rival, to Peggy Olson, much as Don Draper is to Pete Campbell.
Kinsey initially features as part of the group of unmarried or childless young ad men in the Sterling Cooper office, who spend a lot of their time drinking, flirting, and gossiping.
In "The Crash", while under the influence of a "mild stimulant" that is intended to help SCDP employees to work the extra hours needed on the Chevy account, Ken demonstrates that he is a talented tap dancer, but can't remember clearly whether he learned the skill from his mother or his first girlfriend.
Harry is initially a bit of a pushover, accepting far less in pay in negotiations than he could have asked for, and his non-confrontational attitude causes him to mishandle a situation that leads to the firing of his friend and co-worker, Sal Romano.
Harry lies to Paul and assures him it's a great script (when in truth he and Peggy agree it is not only terrible but borderline racist), and urges him to leave immediately for California, giving him $500 (nearly $4000 in 2016 dollars) and a first class plane ticket on American Airlines for the trip.
Harry has once again failed to read a situation properly, and his boastful posturing thus results in him losing an enormous amount of money when McCann Erickson buys Sterling Cooper, where even the 5% stake Joan had is worth at least $1,500,000.
[5] Rachel Katz (née Menken; Maggie Siff) is the Jewish head of a department store who becomes romantically involved with Draper after she comes to Sterling Cooper in search of an advertising agency to revamp her business' image.
Sally is adventurous, and she has been seen throughout the series making cocktails for her father, smoking one of her mother's cigarettes, asking Don's co-workers about sex, sneaking sips of their alcoholic beverages, being taught how to drive by her grandfather, and masturbating while at a friend's house.
His conservative ideology can be seen to clash with some of the younger characters as the series progresses through the 1960s as he states, “Civil rights is a slippery slope to socialism.” and his support of the Vietnam War to contain communism in South East Asia.
She originally wanted to be an actress, and in Season 5, she quits her copywriting job at SCDP to pursue acting again, which causes tension with Don, who had enjoyed working with his wife and sees this as a sign of her distaste for his profession.
Lou Avery (Allan Havey) is first introduced in Season 6 as a creative executive at rival agency Dancer Fitzgerald Sample, competing with Don Draper and Roger Sterling for the Chevrolet account.
The members of the creative team under him do not respect him and he becomes an object of open ridicule when someone discovers that he writes and illustrates his own unpublished cartoon, Scout's Honor, full of hackneyed themes and unamusing punchlines.
Not getting to share in the McCann payout windfall, Lou later emerges as the powerless director of the California office, where he openly ignores his work to keep trying to sell his planned "Scout's Honor" cartoon.
When Bob explains that he needs a wife to assuage the GM executives, Joan learns about the losing of the account but neglects to inform Roger, who is at first incensed, until he realizes it will be a blow for Jim Cutler and one he won't be able to avoid.
He returns in Season 4, working for his father at a Christmas tree lot, where he encounters Sally Draper and fixates on her as a replacement for Betty, bonding with her over their now-shared experience as children in divorced families.
In season 6, Marie and Arnie Rosen flirt mildly and Roger suggests she accompany him and the Drapers to a business dinner with the coarse, crude Herb Rennet and his irritating wife, Peaches.
In Season 2, Andrew dies in the crash of American Airlines Flight 1; it is revealed that he has squandered his wife's fortune and family's inheritance on a lavish lifestyle and by donating large sums of money to Lincoln Center and the Botanical Garden to maintain the appearance that he is wealthy.
Carla is shown to be the true maternal influence in Sally and Bobby's lives and is seen watching the children for extended periods of time, such as when Betty dashes off to Nevada with Henry to seek a quick divorce from Don.
In the Season 6 episode "A Tale of Two Cities," it appeared as if Cutler still opposed the merger, resentful of his loss of absolute control in the office and feeling disrespected by Michael Ginsberg and annoyed by Bob Benson's constant meddling.
Boorish, bossy, boozy, and sexually predatory to both women and (secretly) men, Lee's behavior is accepted because his father runs Lucky Strike, which represents the lion's share of Sterling Cooper's business.
A businessman of some kind in the affluent Philadelphia Main Line area and a veteran of World War I, he first appears in Season 1 when, several months after his wife's death, he begins dating another woman, Gloria Massey, which upsets Betty.
While Don initially insists on retaking custody of his sons, and Sally believes that Henry is capable of raising the two boys alone, Betty opines that William and Judy look after them, as this will ensure the presence of a mother figure in their lives.
During the Season 1 episode "Red in the Face", Don pays Hollis to pretend the elevator is out of service in order to force Roger to climb the 23 flights of stairs to the office after an excessive lunch of oysters and martinis.
During the office party held in the Season 3 episode "Guy Walks Into an Advertising Agency", Lois Sadler accidentally runs over MacKendrick's foot with a John Deere riding lawnmower.
At the end of Season 2, frustrated with his failure to make partner, Phillips goes to some of his former London colleagues to arrange a merger of Sterling Cooper with the British firm Putnam, Powell & Lowe, which wants to establish a New York office.
She is stunned by his suicide and combines her genuine grief over losing him and the general contempt she viewed him with when she angrily tells an apologetic Don that SCDP is at fault because they filled "a man like that with ambition".
He is a quietly heroic man, departing in the middle of the night on cross-country skis during a blizzard on New Year's Eve to get to his hospital to perform emergency surgery, and casually saving the life of their building's doorman after he has a heart attack.
Elements of Sylvia's physical appearance, such as her brunette hair and a facial mole, and her wearing a headwrap and kimono remind Don of his stepmother Abigail and of the maternal prostitute, Aimée Swenson, who forcibly initiated his first sexual act when he was a young teen.
In Season 5, Freddy, recognizing that Peggy cannot rise any further within the company, discreetly begins making job inquiries for her, as his freelance work allows him to interact with many of the advertising agencies on Madison Avenue.
Danny reappears at a party that Don and Roger attend in the Season 6 episode "A Tale of Two Cities", by which time he has become a major movie producer with a hippie persona and now prefers to be called "Daniel J.