Bill and Evan were acting pretty arrogant around her in the beginning of the film. I can't really blame her for having such a bad attitude at her job, especially dealing with someone like Evan. But Bill and Evan blew everything way out of proportion. They were trying to act so superior over her. Like something she said or did just wasn't good enough for them. They were both trying to point out every single little character flaw that they could about her. Bill held onto that waitress's bad attitude with a grudge. As a result, she became a target during his rampage, along with the guy at the coffee shop. And plus, I think Bill killed her, in order to add to the plot of framing Evan for the rampage in the end. Which honestly, wasn't a really slick plan at all.
But to answer your question...yes, I felt bad for the waitress. At least her death was quick and super random. The ladies in the salon definitely received the worst set of circumstances of being executed.
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