We’re recording on the eve of our five-year “first date” anniversary and catching up on everything from freezing winter runs and challenge updates to surprise date nights and what it looks like to keep showing up for each other in the small ways. We answer a timely listener question about Valentine’s Day on a fifth date (do you bring a gift or just show up?), talk about dating your friends with more intention, and get into the tricky dynamics of breakups, like when friends suddenly admit they never liked your partner and how to support someone without piling on.

.ALL links here (links, submit a question, dating coaching & more)

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He Made Valentine’s Day Reservations — Do I Owe Him a Gift?

Seeing Other People

He Made Valentine’s Day Reservations — Do I Owe Him a Gift?