Millenial here, apparently I'm doing it wrong because I own a home and have only been to brunch once in the past 5 years. Spend like $20 for a meat waffle and coffee (the waffle was amazing I'll admit). Having had to wait 45 minutes for a table and the high bill was definitely not worth it and made me wonder WTF is so special about brunch. In general, I don't even like eating out as me and my friends can cook way better meals on our own.
I know of a few places that offer $3+ donuts that I'm sure are exceptional, but as someone that doesn't like donuts all that much (did have a period a few months ago where I constantly craved them and just went to a place that had traditional ones for under a buck a piece), I can't say whether their price is justified or not.
The last time I spent money on coffee was meeting someone for a first date, other than using a coffee place as a casual place to meet people, I can't imagine spending money there. It helps that I'm not a coffee person but it boggles my mind at seeing how many people spend $2+ daily when they can make it at home. Many of the people I know that consume Starbucks-esque coffee daily have fancy beans at home and simply don't/won't make a cup to take with them on the way to work. I guess it's just become so ingrained on people. A friend that manages a Caribou tells me that he has a ton of regulars that he knows to have stuff premade for them to pickup on their way to work each morning....I guess he's doing his job right.
As for Uber, I've only used it a handful of times and they were when I was visiting my cousin. He has a car, just thought that driving to a place and finding parking wasn't worth the hassle. One of the times we were returning to his place and it was about .75 miles away and he ordered an Uber. There was also a lightrail a block away that had a stop outside his apartment. Oh well, he paid. A guy at my gym was shocked that I don't use Uber and I sheepishly said that I lived in the suburbs. He nodded knowingly and said that he lives in downtown.
As for gym, yes this is an indulgence on my part. I go to a martial arts gym so it costs way more than LA Fitness, but I believe I get good value out of it. Plus it helps encourage me away from happy hour or eating out during the week as I go to the gym 5-6 times a week. So in other words, my cost per class is likely less than most people that have gym memberships (as most barely use theirs). The cost of my gym has factored the fact that they expect everyone to come consistently. I've heard a coach hint to someone that barely shows up to just pay by the class rather than paying a monthly fee (even though it likely will cost the gym some revenue).