In the Weeds (2000)

"Hooking Up, Making Up, and Breaking Up...All in one crazy night!"

It's Martha's first night as a waitress in an upscale New York restaurant. Veteran Chloe shows her the ropes and introduces her to the lives of the restaurant staff. Adam, a hopeful playwright, suffers for his art while dealing with a very indecisive (ex-?)girlfriend. Marlon is a cocky young actor, certain that his big break is just around the corner. When the restaurant's obnoxious owner, Simon, brings a special client in for dinner, pressures mount until an explosion seems inevitable.