How To!

How To Ditch the Apps & Actually Find a Date

Andrea Silenzi on asking someone out in a genuine, not creepy, way.


Episode Notes

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 or leave us a voicemail at 646-495-4001 and we might have you on the show. Subscribe for free on Apple, Spotify or wherever you listen.

Podcast production by Derek John, Rosemary Belson and Katie Shepherd.


About the Show

What if Dear Abby were an investigative reporter? Each week, Amanda Ripley (bestselling author of High Conflict: Why We Get Trapped and How We Get Out) takes on listeners’ toughest problems and, with the help of experts, finds the answers to questions you’ve always wanted to ask but couldn’t. Until now.

Do you have a problem that needs solving? Have you found the advice on our podcast helpful? Send us a note at or leave us a voicemail at 646-495-4001 and we might play it on the air.

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