|Portrayed by||Melinda Page Hamilton|
|First appearance||The Mountain King|
|Final appearance||The Suitcase|
|Husband|| Lieutenant Don Draper (first husband, his death)|
Don Draper (second husband, annulment)
|Other Relations||Stephanie (niece)|
When Lt. Draper is killed in the war, Dick steals his identity, reinventing himself as Don Draper. Anna, trying to track down her husband, discovers the identity theft after the war, and confronts Dick at a car dealership where he is working under her husband's name. Dick and Anna work through their separate struggles together, eventually becoming very close friends and confidantes.
He eventually meets Betty, and on a Christmas Eve with Anna, he tells her of the new woman in his life. Don wants to marry her, but he and Anna will have to divorce. Anna consents; having a family will give Don a chance at a whole new life, though he promises to take care of her forever.
In 1962, Don visits Anna in California. One of her piano students is playing "In the Hall of the Mountain King". "It's scary," Don tells the boy. "Are you in trouble," Anna asks Don after the boy departs. Sipping beer on Anna's front porch, which, she reminds him, he paid for, Don says, "I've ruined everything. My family, my wife, my kids." He describes himself as merely "watching" his life. "I keep scratching at it, trying to get into it. I can't."
On New Years Eve 1964, Stephanie reveals that Anna is in the advanced stages of cancer. Anna is oblivious to her condition because her sister and doctor feel it's best to let her live out the short time she has left in peace. Cancer has spread through Anna's body, and when Dick (aka Don) goes to visit Anna, she has broken her leg. Despite her accident, Anna is in great spirits. They discuss Dick's divorce, and she tells Dick that she loves him even though she knows everything about him. Dick tears up as he leaves Anna's house, wondering if he'll ever see her again.
On May 25th, 1965, Stephanie leaves a message with Don's secretary Ida Blankenship, noting that it is urgent. Don hesitates to call and does not until early the next morning. Stephanie answers, telling him that Anna has passed away. She tells Don that arrangements are unnecessary as she has donated her body to UCLA. Peggy overheard the conversation, and Don, realizing this, broke down, noting that Anna was the only person who really knew him.