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Hey Bella,
I posted this reply in the lounge.
"Hi Bella,
 
So I've seen your struggle for two days and just looked into it after nealsmama posted in your conversation in the staff thread.
Nealsmama is correct. There are 2 beat the waitress levels. Level 6 with the corporate picnic where you're stuck fighting it out with that speedy little thing, and level 8 where you pick your competition.
You should only have to beat the level 6 one by 5000 points, so if it is jumping to having to beat her by 7000, then yes, it seems you have a glitch. However, if you will just start out playing normally until the first dessert or check is requested, you can beat her by even more than 7000.
Whether it be dessert or check request, from that point on do NOTHING but drop checks. You get a huge chain while she runs all around doing all the work.
Level 8 needs to be won by 4000 point. I think the middle waitress, Donna, is the slowest and most ineffiecient. You can play her pretty heads up.
I hope you are able to finish your game from this. I loved your "rants" today, but I know you are truly frustrated."
 
I wil add that mine was purchased in the Snack Pack, not as an individual add-on.
Again, I hope this helps you clear this hurdle! :)