Myshadow, I think they are fair questions. My family always tried to eat together every night. We would wait for the latest person, unless it was really too late. Whoever was home though would eat together. I think it says quite a bit about family dynamics or at least how they approach this. So if everyone is busy, they might answer that whoever is home at a reasonable hour always eats together because family time is important.
I think living within their means is important. After all, if the girl is used to extravagence but her family cannot afford it, how does that bode well for a marriage? It means her husband will have to provide things that they cannot afford! Do weekly manicures matter when money is tight? No. Again, its a mindset.
Neither of these things should stop a shidduch, but I dont think its bad information.
Lets look at number 3 – what if the mother was a single parent and needed babysitters so that she could provide food and shelter for her kids? Do you hold it against her? No, buts its good information to know.
I honestly think this is the least offensive list of questions I have ever seen.