I don't really get "the look" since everyone already assumes I'm rich because of my job. It's a blessing and a curse, I suppose. If I get caught doing "rich people stuff," it only seems to reinforce other people's preconceived notions about people in my line of work.
For example, take this other person's experience when buying a house:
That first bank also nearly interrogated to find out where the money from our downpayment came from. Savings wasn't an adequate answer. In their mind it was absolutely impossible for two mid-twenties kids who don't even look professional to be able to save one gross yearly income as a downpayment. Since my partner has wild hair and a beard I'm sure they thought it was crime related.
Back when I bought my condo, none of the realtors I worked with seemed to bat an eye despite me being in my early 20's and wanting to buy a condo with cash. Amusingly, my realtor ended up driving me around the city to see said condos because I didn't have a car. In fact, he was annoyingly eager to show me places that were as much as triple the price range that I was looking for. I had to keep reminding him that no, I was not interested in homes that expensive. He didn't even ask me for proof of assets until I made my first offer, and was fine with just a simple screenshot of my Vanguard account!
Before the closing, I rode my Razor scooter into the bank as a 23 year old guy wearing a T-shirt and jeans, with messy hair to boot. I sat down with a banker and asked for a cashier's check for a very precise number of approximately $150,000. She looked at me and was like, oh, you must be buying a house! And I'm like, yep. It was almost like she had to deal with people like me every day.
I'm pretty sure that my employment combined with the demographics of my city prevent me from getting the responses of others in this thread.
On the other hand, I've had some amusing encounters over the years where people assumed strange things about me--especially when I'm out of town. Once, I was riding a Greyhound bus and one of the passengers must have assumed I was homeless or something because she invited me to come with her to a homeless shelter. She also shared some hamburgers she had purchased from the McDonald's dollar menu. I'm thinking to myself that here I am, worth hundreds of thousands of dollars, making six figures, and taking handouts from a homeless women on a Greyhound bus because she pities me. Needless to say, I did not correct her assumptions.