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Bartenders - Yes
Coffee Barista at some place like Starbucks - No
Coffee Barista at yr local place that can't pay bene's and $9/hr - Maybe
I've left a hundred dollar tip before, but it was more than worth it. We had a huge group of people, the waiter knew most of us, he did a great job serving us, the food was quicker than all the other tables, he comped a bunch of drinks etc. He was WORKING and you could tell. Even if I didn't know him and he hadn't comped a bunch of stuff then I still would have tipped him well.
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