I wanted to get other Slooper's advise on tipping of door & building staff. I live in an approx. 300 unit building in the S Loop. We have 24/7 door-staff, engineer, maintenance staff and a M-F on-site manager.
I'm going on my second year in the building. Last year I chose to directly tip a few of the door / maintenance staff that I had interacted with throughout the year. I gave a little extra to one doorman in particular who is consistently helpful throughout the year. And really, I just tipped the other door staff out of obligation, not necessarily because I feel that they do a good job.
This year I'm thinking about just contributing directly to the condo Board's Holiday pool instead, but I feel its a little unfair since the tip is distributed evenly across the entire staff. The other option would be to do both, but that would be more than I can afford to be honest.
What do other Sloopers who live in a door-staffed buildings do?
When our building started a holiday fund (after I was already tipping individually), I just gave a small amount to the holiday fund and gave out my envelopes as normal. I don't know exactly how they distribute the holiday fund and I'd rather see my money go out the way I want.
Just don't forget about the doorman working the night shift that you probably don't see but deals with all the drunks coming and going.
I used to tip directly then realized the night doorman wasn't getting much money and just think about what they put up with.