On Valentine's Day, the staff of the Sterling Cooper Advertising Agency is hustling and checking out the newest office equipment. Don and Duck clash over an account, and Betty hears from an old friend.
A conflict of interest doesn't deter the Sterling Cooper agency from aggressively pursuing an airline account. Also, Paul introduces his special somebody to his colleagues when he throws a party at his place. Finally, Peggy has dinner with her family.
Harry tries to gather support around a controversial sponsorship in order to bolster his career. When Don ditches work for a day, trouble brews on the set of a commercial. Later, Betty joins her husband when he attempts to placate his clients with an amicable dinner.
A last minute pitch meeting has Sterling Cooper staffers working double time in preparation. Peggy's family hosts lunch for their church's new priest, and Don and Betty have a family weekend together. Also, Roger Sterling is smitten with a client that Freddy and Ken take out to lunch.
Joan finds Don the perfect secretary, and Don finds himself in the middle of issues between TV comedian Jimmy and his wife, Bobbie. Don and Peggy bond in an " only you and I know each others secret".
Don and Duck try to bury the hatchet, and Peggy attempts to join in on the execs' after-hours meetings. Also, Duck receives a family visit at the office.
At Roger's behest, Don buys a brand new car which befits his image as an executive who has "arrived." Don's secretary makes a grave error, which puts her at odds with Joan. Cooper has a new piece of art in his office that attracts the interest of the employees at Sterling Cooper. Betty learns an ugly truth from Jimmy Barrett.
To win over an imported beer brand as a new client, Duck and Don try to appeal to a new market demographic. Harry's overwhelmed with his department's workload and finds assistance from an unlikely source. Father Gill convinces Peggy to become part of a pro-bono church project.
Freddy Rumsen strikes out during a pitch meeting with his team; ever-eager Pete seizes a chance to exploit an opportunity at the office; an old friend is the beneficiary of Don's loyalty; Sara Beth proves to be a welcome ally for Betty.
Betty visits her ailing father; Paul's girlfriend, Sheila, advises him about his civic responsibilities; Pete's mother tries to put the kibosh on an important family move that he and Trudy are planning.
Don takes a business trip to Los Angeles, where he hooks up with some interesting new acquaintances; Peggy's in the mood for an office romance; Duck contemplates the future at Sterling Cooper.
An old friend and Don renew acquaintances; Pete's personal problems impact a major account; Joan introduces her fianc around the office.
Sterling Cooper is in play and the office scrambles without Don and Betty learns some disconcerting news.