Would you date a woman who makes more money than you?
For some guys, that's a deal breaker. Heather, host of Dear Heather, joins us to unpack why success, confidence, and changing gender roles still make people weird when it comes to dating.
We get into people pleasing, boundaries, self-worth, and the dating habits that quietly ruin good relationships. Heather also shares one of the scariest first-date stories we've ever heard, plus practical advice on spotting red flags before you're too invested.
If you've ever wondered whether confidence is intimidating or attractive, this one's for you.
Hit play, send it to your most opinionated friend, and leave a review with your biggest dating non negotiable.
A big shoutout to our amazing sponsor, Tactical Tax Strategies! You can check them out at steptax.com. Remember, we drop your drawers, and they drop the tax—making life a little smoother for everyone. Thanks for keeping us covered!
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