Dorleen is introduced shortly after Jack started working at the men's section at Barney's New York Department Store, where she works as floor manager.
Catty and fierce, she refuses when Jack asks to take Friday off for his acting class. She later agrees after Jack sets her up with Will, whom she finds attractive. Jack misleads Dorleen to think Will is straight, and lies to Will saying that Dorleen is eyeing on him to be a model for the catalog. Everything turns bad for Jack after both of them find out and Dorleen demotes him to hand cream guy, which according to him is "the lowest form of life here at Barneys".
In Jingle Balls, Dorleen accepts Jack offer to help her design a window at the store for Christmas, since it is one of the smaller windows "on the part of the sidewalk that smells like urine and pretzels". Jack gives her a preview of his idea, which includes Karen in a skimpy Santa outfit and a whip, and men in briefs. Dorleen is infuriated by this and threatens to fire Jack if he doesn't fix it. Grace later secretly does the window for Jack, which Dorleen loved, describing it as "dark", "glam", and "sad".
Jack learns later that Dorleen is in rehab and her position as floor manager is offered to him.
Ugh. Gays. They're just as bad as women. — When her designer "threw a sissy fit and took off to Belize", Jingle Balls
If you ever ask me for another Friday night off, I'll go ape on your ass. I'm serious. I will scratch your eyes out. — Loose Lips Sink Relationships
It's dark. It's glam. It's sad. It's Christmas. — On Grace's Christmas window, Jingle Balls
|Dorleen:||You get me a date with your friend Will, and I'll give you Friday night off to embarrass yourself at that stupid little skit show.|
|Jack:||That's so sweet. Thank you, Dorleen.|
Oh, god! I'm so embarrassed. I feel like I threw up a little bit. — Loose Lips Sink Relationships
|Jack:||You look pretty. You look gorgeous. You look beautiful. That dress is a total booby trap.|
|Dorleen:||You can't borrow it.|
You have 24 hours to get this right, or not only will I fire you;
I will rehire you, pull your hair, and fire you again! — After Jack messes up the window display, Jingle Balls