1 Might be easy. "Longevity Doctor" means exactly what? What is her Doctorate? Is she involved in research around extending the Human lifespan, or maybe shilling some vitamins online?

AFIK, and I may well be wrong. Researchers don't normally make a lot of money, unless it's well-funded topics.

What about a Man working Blue-Collar that outearns her? I know a lot of guys at my last job that were pulling in $250 - $300K in O&G. Does she really mean someone White Collar that earns significantly higher that will fund her future?

2 & 3 are reasonable asks. What does her lifestyle look like? Is she a Woman that follows them, and still drinks two glasses of Wine each day, more on the weekends?

Sure, Women in general, and her in particular, are allowed to have standards. So are Men.

I’m 40 years old. I’ve lived away from my parents since I was 20, but three years ago I moved into the house next door to them because I discovered they’d squandered a fortune. I’m worried—not for them, but for myself—because I’m afraid I’ll have to take the blame for their mistakes. They’re terrible people who’ve ruined my life, but for some stupid reason, I feel obligated to help them out.

Help.... sure...... but keep your affairs and your life SEPARATE. don't let them take you down.

My house is right next to theirs, and I’ve never brought girls or friends over because I’m ashamed of them. They literally live holed up in the house, and my mother, in particular, always has harsh words for everyone. I wouldn’t want anyone to associate me with them for any reason in the world.

right. sneak them in, it might be fun ;)

That said, I’m in a tough spot because I basically don’t have anywhere to take girls. It’s never been a problem before, since at this age everyone has their own place, but I feel weird about it. On the one hand, I’m doing a good thing by helping my parents, but on the other hand, I might come across as a loser.

nah. sneak them in, make it fun.

Renting a place far away from them, like I used to, doesn’t make financial sense. I’m not seeing anyone right now, and looking for a rental just for dates seems like a terrible financial decision to me. It’s not a money issue, though I don’t want to waste it carelessly.

As for one-night stands and the like, I have no problem booking an Airbnb. I’m currently recovering from a broken heart and have no intention of rushing into another relationship. I do plan to look for a studio apartment, a small house, or a single room to share with others. But that’s a medium-term solution.

Come on... make it fun...... "Hey.... let's go back to mine..... but I gotta warn you, my parents live next door and they're a bit weird, so we gotta sneak in".

I don’t know how long this situation with my parents will last, and I’m afraid that in the meantime, a girl who truly deserves me might come along, and I won’t be able to seize the opportunity since, let’s face it, I don’t have a place of my own where I can host her without feeling embarrassed.

Big picture: you're helping out your parents, this looks good. And you never ever let your parents in your house (maintain boundaries, always). You can manage this.

What can I do in the meantime? How can I come up with plausible excuses without coming across as a loser? If it helps, I’m a good-looking guy, and I’m really popular socially, but when it comes to this topic, I get embarrassed and lose my cool.

As for hookups, I can easily say, “I’m not exactly free,” since I have absolutely no intention of getting serious with whoever I’m with at the time.

But what about girls who have a little more potential? How should I act? Could I even use this situation to see if they’re empathetic?

Thanks in advance for your time

I think you can make this work if you approach with the right frame.