Dating Advice for Wealthy Men
At this point, you’ve built and sold a few companies.
You’ve got the business game handled.
Now, it’s time for the dating game.
You’ve realized that having time and money freedom isn’t actually that much fun when you’re alone.
You want deep love, a family, a legacy — and someone to have fun with.
As my friend who made a fortune in crypto told me: “Without my girlfriend, I’m just a rich dude alone in a big house.”
But, dating while wealthy brings a whole different set of challenges.
How and when do you talk to a love interest about your wealth?
How do you know who to trust in love — who won’t be hypnotized by your money?
And, once in relationship, how do you manage the power differential with respect and care?
The foundational key here is to center in your self-worth as a man, independent of your wealth.
Here's my top dating advice for wealthy men.
First, write down:
Your personal and life values (and how important it is for a partner to share them):
Openness to new experiences, kindness, personal growth (for example).
2. What you bring to the table:
Good communication skills, healthy living, meditation practice, emotional maturity, skills at xyz, good boundaries with family, self-awareness, etc.
3. Your non-negotiables:
Wants kids or not, emotional maturity (what does that look like, specifically?), commitment to health, solid friendships, securely attached, must love dogs (cats), good boundaries around social media etc.
Second, do the energetic and somatic work of centering in your self-worth.
Notice the stories you’re telling yourself about why you’re not ‘good enough’ or ‘worthy’ or healthy love, for example. Slowly disarm and make friends with whatever is keeping you from self-love.
Notice the limiting beliefs you may have around women and relationships. Create empowering ones instead. Put yourself in new situations to give your brain new evidence, too.
Do the actual inner practices to find your center/your true self and rest in it, energetically, somatically.
Third, above all, do NOT rush in.
Do your growth work so that scarcity, fear, or infatuation don’t lead the way. Beware of playing the ‘rescuer.’ Don’t flaunt your wealth but also don’t hide it.
1) If you’re a ‘nice guy’ when it comes to women, establish your boundaries (see point 1) and practice assertiveness.
2) Become aware of your attachment style and learn how to become more secure.
3) Make sure you have trusted, mature friends and community to help you vet a potential partner (and listen to them, don’t let lust blind you).
At the end of the day, when it comes to dating advice for wealthy men— nothing is foolproof, and sometimes we simply have to learn from our (expensive) mistakes.
However, I’ve spent years of my career helping successful men clean up excruciating messes in their relationships — don’t be that guy.
It’s not only dating that brings new challenges, it’s your whole life.
You’ve got time freedom — who is free at 2 on a Wednesday to pick up a game with you?
Who are you now that your phone isn’t blowing up every second, you’re not needing to push?
And it’s hard to know who is really your friend versus who just wants your money.
Want more dating advice for wealthy men?
Put down the dating up and pick up my free dating guide for successful men: 10 Ways to Meet Women — OFFLINE.
Stop unwittingly repelling the women you want to attract and break free from repeating patterns in dating.
Be a magnet for gorgeous, emotionally-mature women who you’re actually attracted to.
You didn’t build an empire on chance and luck, so why are you winging it when it comes to dating?
Dr. Jessica,
xo
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