Latest / Flip the Box® with Shari Leid

Dating at 55: Awkward, Imperfect, and Kind of Amazing
Send us a text
What happens when you start dating again after 27 years of marriage? Spoiler: it’s awkward, hilarious, a little cringey… and surprisingly fun.
In this episode of An Imperfectly Perfect Life with Shari Leid, I pull back the curtain on what it’s really like to date in midlife — from fish photo profiles 🐟 to first-date experiments and everything in between.
Along the way, I share pieces of my own dating journey and bring in wisdom (and laughs) from:
✨ Justina Chen – award-winning YA author, who knows all about the messy magic of love.
✨ Connie Curlette – psychotherapist and…
The skinny
The skinny isn't ready yet — notes appear once the transcript is processed.