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The Waitress has often worked a number of side jobs to make extra money: first as a manager of a corporate pub , later as a booth manager at a local fair and most recently delivering food. The Waitress is a recurring character, appearing in every season.
However, when Dennis tells her Charlie is ill, she responds by consoling Dennis who takes advantage and sleeps with her.When Dennis uses the fact she is Charlie's sponsor as his excuse to turn her down when she asks him out on a date, she stops being Charlie's sponsor, which causes him to start drinking again.The Waitress relates that a Starbucks has moved in across the street, and is taking away all the business from her coffee shop.Charlie creates the musical "The Nightman Cometh" to woo the Waitress into accepting his marriage proposal.She only agrees to attend because Charlie promises to never bother her again if she shows up.
She went to high school with the Gang, and used to work at a local coffee shop frequented by Charlie.