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A friend invited me on vacation with her family. They are very wealthy compared to me. It was clear up front that lodging and meals were covered by them, but I was hazy on everything else. It stressed me out so bad.
Do I want to go with them to do some Expensive Activity? Of course, but am I paying for it? Can I afford it? Even if I can, do I want to spend my limited money on that? Do they see me as a freeloader? How are these other not-rich friends navigating this because no one ever seems to talk about money? Fortunately, my friend saw my stress and had a discrete conversation with me where we set some guidelines.
A few of us were invited out to dinner by our boss in my first corporate job. I ordered the cheapest sandwich on the menu because I had no idea if he was paying for me, and this wasn't the sort of restaurant I could go to except for anniversaries. Everybody else got steaks and stuff, and the boss did pay. My chicken sandwich was good too, but I'll never forget my anxiety looking at the prices on the menu!