I hear you. He always pays me back. When he changed jobs is when I had to support him more so that he could rev up business for himself. That went on for 6 months then he was able to make all ends meet, especially once he started earning a monthly bonus. Now it’s just the odd - will you cover this and I’ll pay you back kind of thing. But when he said “we should buy this chair” I assumed he meant I should buy it for him, putting it on my credit card and he would pay me back in installments. But then he said he’ll buy it.

I still don’t feel it’s my place to say anything or get him to change jobs so he can make more money. He just changed jobs last October. It takes months on a new job in his profession before he can make any real money. It’s like starting all over again at the bottom. I would never ask or demand he do that.