Unfortunately these days not even big numbers in front of a few 000's means yours well off. We have people thinking that all the time, and yeah I'll admit we are certainly well above the poverty line its only through sheer luck and determination. We still have skint weeks where we are left with less than $100 after paying out expenditures.
Same here. MIL cannot understand why we are often broke, but back when she was raising kids the cost of living was much cheaper. It was easy to have a mate service the car, you could scrounge for change to get petrol. The basic cost of living costs so much more these days, even the food they could not sell 30 years ago, is now expensive. Yes we can do some things better, but it sucks when people think you should be doing very well.

Grocery shopping is our downfall. There always ends up being more useless stuff than useful stuff in my trolley esp if I go shopping with family in tow *sigh*
Hear you on that one. Had one great grocery shop, that I then realised should have been much better. DH had put $26 of crap in the trolley $5 I was fine with, but not $26!

We commented last night (when we burned a chair that had broken ) about how I get more attached to free/cheap furniture than I do to stuff we have paid for. It's because brand new stuff can be easily replaced - you just go back to the shop and buy it again. But stuff off the side of the road, well, you can't just go back to the roadside and find it again! I get a big thrill from the opportunity. Cheap thrills
I worry more about the things that cost almost nothing. The designer skirt that was $9 etc, as I know if I was able to find something similar, it would cost me more than 10 times that amount.