This is really, really stupid. I've sold a lot of stuff second hand and I price it for what I want out of it / how fast I need it gone. If I want it gone fast, I price it really cheap. If I don't mind holding onto it for a little while, I ask more and I wait.
I don't, like, ask or check on the neediness of the people buying it. That's ridiculous and none of my business.
If i want something gone fast, but then someone else is willing to put more time into it, I don't get mad about that. I am happy for them and glad the item is being recycled.
Also, I've bought a lot of stuff second hand, including from some people who clearly resell stuff on the regular, and let me tell you, some of those resellers were pretty desperately poor / seemed to be shut out of traditional employment for whatever reason.
But I feel like an asshole even typing this, trying to judge based on appearances who needs what. Even if I gave a discount on a dresser because I thought she was gonna use it herself, and it turns out she's solidly middle class and sold it at a profit, what the fuck do I care. I wanted to get rid of it, I didnt want to throw it away, and I got $25 out of it. I'm too mad at the billionaire class to worry about someone in my neighborhood with a little hustle.