Daniel seems to be the whole package. He’s smart, social, and has lots of friends. He even organizes a beach volleyball league in Berlin. But he can’t seem to land a date despite his best efforts. On this episode of How To!, we bring on Andrea Silenzi, dating aficionado and host of the acclaimed dating podcast Why Oh Why. She knows what it’s like to put a ton of effort into dating and not land the relationship she wants. Now married, she shares how she broke through a decade of bad dates and has some hard-earned wisdom to help Daniel, and all of us, make a move that actually works.  

If you liked this episode, check out “How To Find Your First Kiss at 38.”

Do you have a problem that needs solving? Send us a note at howto@slate.com or leave us a voicemail at 646-495-4001 and we might have you on the show.

Slate Plus members get bonus segments and ad-free podcast feeds. Sign up now at slate.com/howtoplus.

Learn more about your ad choices. Visit megaphone.fm/adchoices