a lot of people are in situations like yours, my mom has dementia and Parkinsons so we live together and I take care of a ton of stuff for her, as a part time job pretty much
Maybe, maybe not. Some girls got turned off from me abandoning my very old parents on the other side of the country.
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This. Most would have an issue with this but some don't. If I was single though I wouldn't have an issue with anyone living with their parents/grandparents if they weren't those recluse that do nothing but mooch and live in the basement
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probably not with your age. most that would care would probably be younger girls in their 20s. so as long as you're not dating like 10+ years younger than you. but like mentioned if she does care it's a huge red flag already.
a lot of girls i've talked to have moved back in with their parents and stuff and that's never bothered me.
In your late 30s I think its fine as long as you date within your age range. Dating wont be as common, but youll find women are more accepting at an older age of those situations than someone younger.