Dear Nina: Conversations About Friendship

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#199 - Traveling with Friends: Lessons From a Girls-Trip Regular (Rebekah Jacobs)

June 14, 2026

How to make girls trips, weekend getaways, and friendship travel actually happenThis week, I’m joined by one of my favorite people to talk to about friendship on and off the microphone: my assistant producer and friend, Rebekah Jacobs!We're discussing something she does far more often than I do—traveling with friends. Rebekah is a frequent girls-trip traveler. She’s the friend who is always hopping on a plane, meeting friends for a weekend away, or squeezing in a 24-hour getaway. Meanwhil...

#198 - Making Friends Through Work: Collaboration Over Competition (Kim Oster-Holstein and Mara Smith)

June 07, 2026

Two entrepreneurs on friendship, support, and staying open to new connections.When we talk on Dear Nina about making friends as adults, I often focus on hobbies, neighborhoods, volunteer opportunities, or the activities we do outside of work. But work is one of the most common ways adults meet new people, and it's something I probably don't talk about enough.This week, I'm joined by Mara Smith, founder of Inspiro Tequila, and Kim Oster-Holstein, co-founder of Twisted Alchemy. Both...

#197 - Anxious Attachment in Friendships: Why You Keep Wondering Where You Stand (Rebecca Stambridge)

May 31, 2026

Why Reassurance-Seeking, Overthinking, and Fear of Rejection Can Strain Even Good FriendshipsMost of us have moments when we wonder where we stand with a friend. That's part of caring about people. But for some, those worries become a constant rumination in the background of their friendships. You might find yourself replaying conversations, looking for signs that something is wrong, or repeatedly seeking reassurance that the friendship is still okay. That's where a discussion about a...