Should You Date Him When He’s Struggling?

The Love U Podcast with Evan Marc Katz

Have you ever wondered if you should date a man who’s struggling? In this special 400th episode of the Love U Podcast, I reflect on my own darkest seasons and share why timing—not just chemistry or potential—can make or break a relationship. You’ll hear vulnerable stories, hard-earned insights, and a powerful truth: you can’t build a future with a man who isn’t emotionally ready right now. I’ll also explain why empathy doesn’t mean you have to sign up to be someone’s therapist, savior, or safety net. If you’ve ever dated a man based on who he could be instead of who he is, this episode will shift your perspective. Tune in now—this one could save you years.

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