Rich dudes, how do you date knowing there's a possibility the girl you're seeing may only be after you for your money and nothing else?

I’ve found the best way to avoid gold diggers is to avoid being flashy. Dress down. Don’t wear designer clothes. Avoid expensive jewelry. Wait until you’ve gone on a few dates before you tell her exactly where you live (if you have a fancy place). Don’t overplay your job. Don’t take her to expensive restaurants. Basically, if you’re using money as a tool to attract women, you’re going to attract the type of women who are attracted to money. So you need to win women over by other means. Now you might be thinking: “They know you have money even if you don’t flash it.” … but that’s the thing about gold diggers, they are attracted not to someone who just ‘has money’ but to someone who spends it.

As for being attracted to girls from humble means, I’d phrase it a little differently. It doesn’t bother me whether a girl comes from a poor/rich family, I’m far more interested in whether her values are aligned with mine when it comes to spending. For example, I’m not a foodie and I rarely drink. I don’t particularly enjoy throwing down $200 on a meal for two, although I’ve certainly done it. If her idea of a fun night out is to go to a fancy new restaurant, we are probably misaligned. Same can be said about pretty much all spending habits (fly first class vs coach, designer clothes, fancy cars, etc.).

That said, I often find that my values align with someone who grew up with limited resources. Someone who doesn’t complain when shit happens in life but instead does what needs to be done to fix it. I find that people from humble means are often problem solvers and ‘doers’ — basically very self sufficient people who don’t just throw money at problems to make them go away (something I can be guilty of myself).

As a side note, now that I am living in Cagliari, Italy … this city is full of people like I described above and it is amazing. There is no obsession over taking instagram photos, not a single designer store in the entire city (that I recognize), the cars are mostly all old with 150.000+ kilometers, and the city is alive with people enjoying the sun and chatting until 1:00am with friends on a weeknight. These are the sorts of places to go to find a nice, grounded woman.