|Portrayed by||John Slattery|
|First appearance||Smoke Gets In Your Eyes|
|Employer|| Sterling Cooper Advertising Agency |
Sterling Cooper Draper Pryce
|Occupation|| Head of Accounts Services, Senior Partner (Sterling Cooper) |
Founding Partner, Senior Partner (Sterling Cooper Draper Pryce)
|Wife||Jane Sterling (Separated)|
|Romantic Partners|| Annabelle Mathis|
|Parent(s)||Roger Sterling Sr.|
|Child(ren)|| Margaret Sterling |
Kevin Harris (illegitimate)
Roger Sterling Jr. is a founding partner at Sterling Cooper Draper Pryce Advertising Agency in Manhattan, NY. Prior to that, he worked for the Sterling Cooper advertising agency. His father was one of the founders of Sterling Cooper in 1923.
Roger's past has been pieced together through his many recollections during the show. As the son of Sterling Cooper co-founder Roger Sterling Sr., Roger grew up in wealth. Always nautically minded, he claims to have sailed a tramp steamer to Hilton Head as a young man, though it was later revealed to have been a yacht. As he often mentions, Sterling is a World War II Naval veteran. Prior to his deployment to the South Pacific, he was in an intense relationship with Anabelle Mathis, heiress to the Caldecott Farms dog food company. She ended their affair shortly before he shipped out, leaving Roger devastated. In "Red in the Face", Roger's war recollections suggest he was the skipper of a ship running fuel between islands. Later in Season Four, however, he begins to tell Joan a story about being onboard a destroyer. For his time in the service, Roger was given a medal, and has since harbored a hatred for the Japanese.
Following the war, Roger began to work at his father's company, where he takes a dislike to fellow veteran Freddy Rumsen, believing him to have been a "coward" in the Signal Corps. The animosity disappeared when Roger learned Rumsen was only put there after having killed a number of Germans in combat.
He is a bit of a playboy, having engaged in a number of dalliances. They include:
- Annabelle Mathis, heiress to the Caldecott Farms dog food company. 
- Ida Blankenship, Don Draper's secretary. Roger had an affair with her when they were both young; he calls her the "Queen of Perversion of the highest order."
- Joan Holloway, Sterling Cooper's office manager. For more information see the page - Joan and Roger.
- Jane Siegald, Don Draper's former secretary. Roger marries her between seasons two and three.
- Mirabelle Ames, one of two twins hired by Sterling Cooper as models for Cartwright Double-sided Aluminium. 
- Marie Calvet, Megan Draper's mother.
Roger enters Heller's, a specialty shop dealing in fur coats to buy Joan a fur coat. Don Draper works there. Roger comments on an advertisement for Heller's and Don notes that it is one of his own. Roger comments on an advertisement and Don notes that it is one of his own. Roger hands Don a card indicating that Roger works for an advertising firm. When Roger opens the box up for Joan in a hotel room, he notices that Don has included a portfolio; he considers Don to be "out of line" for including it.
A few days later Don runs into Roger in the lobby of Sterling Cooper, and tries to explain it away as coincidence. He asks Roger if he saw his work; Roger tells him that it was thrown away with the box. Don offers Roger a drink, and though it is 10am, Roger accepts. Over drinks, Don tries to sell Roger on the idea of hiring him. A few days later, Roger sees Don in the lobby again, waiting for the elevator. Roger is beside himself, angry that Don could not take a hint that he was not interested. Don stops Roger; while they board the elevator, he reminds Roger that he had hired Don the previous day. Don smiles as Roger appears confused about his lapse in memory.
On the Friday before Labor Day weekend in 1960, Sterling Cooper loses the Dr. Scholl's account. Roger attempts to cheer Don up by arranging for a pair of twins to spend the night with them. This results in Roger having a heart attack. The following October, Roger returns to the office, but has a second heart attack during a meeting with the head of Lucky Strike. As a result, Don is offered a partnership in Sterling Cooper. 
A New CompanyEdit
When rumors of the purchase of parent company of Sterling Cooper get out, Don pushes Bertram Cooper and Roger Sterling, the original senior partners, to attempt a purchase of the company. After presenting an offer, they realize it's a lost cause, until they hit upon an idea. Lane Pryce, the representative from PPL with authority over everyone at Sterling Cooper, agrees to fire the senior partners, thereby severing their contracts (including the no-compete clauses in their contracts).
They secretly round up a list of clients loyal to them and steal important documentation that will smooth the transition. And they quietly select the first employees: Pete Campbell, Peggy Olson, Joan Harris, and Harry Crane.
One Year LaterEdit
Sterling Cooper Draper Pryce (SCDP) receives word that Honda is looking for a new advertising agency. Roger blames the Japanese for the deaths of his friends during World War II and states that he does not want their business. In order to enable SCDP to proceed without Roger, Pete plans a meeting for Roger to attend; it would take place at the same time that the Japanese were in the office so that Roger would have no knowledge of their actions. In the middle of the meeting with the Honda executives, Roger bursts into the office and starts a rant, stating that they "don't want any of your Jap crap." After he leaves the room, the other members of SCDP apologize for Roger's rude behavior; in the folowing days, they realize that they have likely blown their chance when Honda does not send them a gift.
After they blow the initial meeting with the Japanese for business with Honda, Pete accuses Roger of sabotaging the meeting because, if SCDP starts doing business with Honda, they would became "less dependent on Lucky Strike and therefore less dependent on [Roger]." Roger rushes Pete, but Don steps in between the two men. After Pete leaves the room, Don tells Roger that Pete was right about this characterization.
Roger and Don plan on seeing the Muhammad Ali vs. Sonny Liston fight on May 25, though neither are happy about having to go with the Alcoholics Anonymous members, Freddy Rumsen and the client from Ponds. Don eventually cancels his plans to see the fight, much to Roger's dismay.
While Joan's husband is at basic training, Roger takes Joan out for dinner. While commenting on the condition of the neighborhood they are walking through, a man mugs them at gunpoint. Roger acts quickly, lowering his head and handing all their possessions over to the mugger. After the mugger runs off, Roger and Joan stop to catch their breath; they began to kiss and make love to one another while pressed against a fence.
Roger and Lee Garner, Jr. (the jr. owner and head operator of Lucky Strike) have dinner at a restaurant. When Lee requests to pay for the meal, Roger senses a problem; Lee apologizes, and tells Roger "It's over," that Lucky Strike is pulling out from SCDP. He states that the board would like to consolidate the company to one firm, BBDO. Roger, visibly shocked, tells him that this is not the way that families treat one another; he points out all the times he had to lie to cover for Lee. Roger then attempts to haggle with Lee for a 30 day period in which to try and convince Lucky Strike to change their minds. Roger hands Lee's money back to him and pays for dinner himself. Later that night, he makes calls to old contacts, trying to track down new work for the firm.
Ken Cosgrove runs into an account executive from BBDO, who slips him the news. This starts a chain of events that eventually culminates in a meeting of SCDP's partners and blindsiding Roger, who has not told anybody about the break with Lucky Strike. Roger is forced to make a call to Lee; instead of talking to him directly, Roger fakes it by simply repeating his side of the conversation from his dinner with Lee. He is told by Cooper that he failed because he never took himself seriously, and neither did Lee.
Roger promises to fly down and meet with Lee in person. The following day, he calls Joan and admits that he did not actually go out of the city, and that he is just a few miles away. Joan is understandably upset, and does not want to meet him. She promises to meet him later, but when they do meet she does not allow him to act on his impulses, telling him that she is "not a solution to [Roger's] problems. [She is just] another problem." They hug and he leaves, mentioning that the last time they were intimate was the night they got mugged.
Roger and the rest of the partners were frustrated with Don's full page ad, "Why I'm Quitting Tobacco". Roger thought of it as a good way to go down in flames. Bert mentioned the hypocrisy of including Don's name and not the rest of the partners. Don declared that he was able to get a good night sleep, to which Bert declared he was resigning from the agency.
The following season, Roger has become insecure about his lack of accounts and overall relevance in the agency. Friction arises between himself and Pete when Roger secretly monitors Pete's calendar to inject himself into client meetings.
Lane: "There's been a small adjustment to the scale of our christmas party."
Joan: "Lower or higher?"
Lane: "Lee Garner Jr, will be joining us. I trust you'll make the appropriate improvements."
Roger: "We need to change its rating from convalescence home to Roman orgy."
- Roger accidentally invites Lee Garner Jr. to SCDP's Christmas party, Christmas Comes But Once a Year.
Sterling is a World War II Naval veteran--a detail that becomes particularly relevent in Season 4's The Chrysanthemum and the Sword when Japanese company, Honda, approaches Sterling Cooper Draper Pryce for a potential client relationship.
- ↑ Smoke Gets in Your Eyes
- ↑ The Gypsy and the Hobo
- ↑ 3.0 3.1 The Suitcase
- ↑ The Long Weekend
- ↑ Waldorf Stories
- ↑ The Long Weekend
- ↑ Waldorf Stories
- ↑ Shut the Door. Have a Seat
- ↑ Cite error: Invalid
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- ↑ The Beautiful Girls
- ↑ Hands and Knees
- ↑ Chinese Wall
- ↑ Blowing Smoke