I did call him out on it later after that dinner event. I asked him why the people at the party would think being an engineer making 55k is somehow better than the average 12th yr major captain making 300k-400k+. He didn't really have an answer. He did sound apologetic, and I said it's fine don't worry about it. I just said that there's nothing shameful in my opinion about what I do.
Another story, growing up in our community we knew a husband wife doctor-doctor couple. Uber rich. Highly respected and loved in the community. Anyway, they have a daughter and she ends up doing something decent (I forget her field, but it wasn't medicine). She ends up finding a guy that she falls for, but he's only high school educated. He does something music-related and doesn't make a whole lot of money. She's the primary bread winner. Eventually we don't see her anymore. Literally 2 yrs pass. Then we hear, she married him anyway and her parents were 100% against it - only because of his education. Finally some sensible adult friends said to the doctor couple: you need to hold a reception for them. Who cares what his background is, he loves her, she loves him, so host them a reception. The parents finally did - a full on wedding reception, 2 yrs after their actual marriage.