I'm rather surprised this thread generated so much interest, but it's probably run it's course. I think this might be my last post on the matter
Thank you to all who contributed. I've certainly been given some new perspectives, some of which I'd descibe as enlightening (although perhaps not in a good way), and some I simply can't agree with.
to sum up:
The idea of buybacks is one I hadn't thought of when I was told that my tipping practice could be considered 'borderline offensive' despite tipping 20% on the full price. Maybe this is what my friend meant, maybe not. However, I still don't understand why - when the issue was brought up - this just wasn't said outright instead of this lengthy explanation that we had a complex order, occupied a table, took up space, blah-blah-blah, and my tip was considered the bare minimum. I shall ask my friend later.
The idea that I should tip more than 20% of the full price when given a hook-up/buyback is uncomfortable to me. Apparently sometimes it's done with the bars knowledge, and other times it is flat out stealing from the owner. Either way it seems overly complicated and a way for someone to pocket even more money from me, which is why i don't frequent bars in the first place. The entire practice reminds me of the 'official bribes' and other corruption that are common in many developing nations - when you need to pay a public official $5 to make sure a permit is 'not lost' or a police officer to ensure your luggage isn't suddenly stolen. Why is the bartender getting an even better tip than normal after leveraging the owner's profit? On a similar note, i'm surprised there wasn't more comments about the appropriateness of these bartenders earning several hundred$ per night in non-taxed tips for something that "almost anyone can do" (according to Hannah and several others here). Yes, it's made me question my job choices. Also, I'm a bit shocked that people reading this blog would suggest that if my bill was reduced from $100 to $50 that the socially acceptable thing to do would be to give a $40-50 tip (e.g. Villanelle & someone earlier). That blows my mind, giving someone an extra $30 (on top of $20 for only a few minutes of work) for basically no extra work or sacrifice on their part - but that's just me... i have a hard time wrapping my head around it.
I still don't understand why using quarters when I tip is in poor taste. Xenon5 told a story of having them thrown (literally) back at him when tipping 25%, and rocksinmyhead confirmed that giving change can be considered 'rude' in the industry. Both reinforce several 'cocktail tipping etiquette' articles i've read online. Sorry, but I just don't buy it or accept it. First, money is money. Second, what happens when I order a $6 beer? If I tip $1 I'm a 'low tipper' (16%), and if I leave $1.50 I'm rude for leaving change. At $2 I'm suddenly at 33% - all of which suggests it's just a rather transparent scheme to extract more money from my wallet. Unfortunately, I know the next time I try to pay for a $6 drink or a $2.25 soda as the DD I'll be worried about what those around me will think. I just can't help it.
Coupons, Group-ons and happy-hour prices seem to make sense - just tip on what the normal amount would be. Tipping more when you are a regular customer seems counter-intuitive. In most businesses you get a lower price when you order more, and you don't normally have to first give extra to get that reduced price. And tipping extra with the hope that I'll get a buyback later seems like a) rampant consumerism, b) like i'm bribing them, and c) an unnecessarily complicated set of transactions.
Finally, this view into the crazypants craft-cocktail scene has just solidified my belief that I don't need to be apart of it. Now, I think we should all head over to senecando's place for some homemade maraschino cherries in hand-poured Manhattans. I'll even bring a bottle of rye :-) Who's got vermouth?!