She Wants to Be Friends, But Has No Follow-ThroughWhen a promising new friendship has chemistry, interest, and constant cancellations
In this month’s anonymous letter, a reader has found someone she genuinely clicks with. “C” is funny, easy to talk to, and seemingly interested in becoming closer friends. The problem is that when they make plans, “C” cancels, often at the last minute, and rarely initiates anything herself. Because making friends in midlife can be hard, the reader doesn’t want to give up too quickly on a connection that feels promising. But at what point do you stop trying to figure out why someone isn’t showing up and just move on? Dear Nina,I need your help navigating a confusing new potential friendship. I have a friend, “C,” who is an absolute blast to hang out with whenever we happen to run into each other in person. We have great chemistry and make each other laugh. We share things about ourselves comfortably and casually. She has stated being interested in a closer friendship. However, she won’t actually let us develop a deep relationship because she always cancels. So why do I keep trying? I’ve found making friends in midlife incredibly tough, and I don’t want to give up on someone who has lots of great qualities. The one time she reached out to plan a hangout she canceled minutes before we were supposed to meet and hasn’t made any effort to reschedule. I really like her and feel like this friendship is worth pursuing, but I’m also starting to wonder if maybe she doesn’t really like me? We are both ‘people pleasers’ so I have a real fear that she just wants me to like her and is only matching my energy to avoid conflict, rather than forming a genuine connection with who I am. How should I handle this dynamic? Should I say something? Would a ‘people pleaser’ even give me an honest answer? One last thing: she always acts surprised when I say I like her. Is she possibly just insecure? Dear “Always Reaching Out But Never Hanging Out,”Of course you’re frustrated. I was frustrated FOR YOU while reading the scenario! An important aside: longtime readers and listeners know that I do not advocate measuring a friendship from tit-for-tat actions. (I reach out, then you reach out, then I reach out, then you reach out.) That’s not how most relationships work. Often one person is good at reaching out and the other is—not as good. HOWEVER, that consistent advice of mine is with the understanding that the other person is demonstrating effort in some other obvious way. What’s confusing here for you (and for me reading it) is that “C” is using very direct and generous words stating she wants a closer friendship, which actually counts for a lot of effort. Not too many people can be that direct with their desire for a friendship. HOWEVER, as you noted, her actions say the exact opposite. So what should you do? Continue reading this post for free in the Substack app
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Tuesday, 11 August 2026
She Wants to Be Friends, But Has No Follow-Through
Thursday, 6 August 2026
Catching up with friends (and readers!)
Catching up with friends (and readers!)Plus, I need your opinion about ONE change around here. 🙏
I need your help!You may not know that yearly paying subscribers have the perk of writing an email to me with a friendship dilemma and a personal response. Nobody has taken me up on that offer, even though I do have plenty of people paying for the year. So, the personal email exchange is obviously not a perk people want. And that might be because I’m already very active in the Facebook Group where readers and listeners share friendship dilemmas. But people are signing up anyway for the yearly or monthly option. So, why? I assume you sign up for access to the Dear Nina Friendship Dilemma Library that I add to each month. Or, you’re signing up to support me, this newsletter, the podcast, and/or the Facebook Group. Those are all good reasons! And I appreciate it! But I’d LOVE to offer a perk readers and listeners actually want and also encourage more readers to do so. So here’s a poll:
Now let’s catch up!If you know me in real life or follow me on Instagram or TikTok (or here on Substack!) or even on LinkedIn, then you know I did a sold-out live show in Minneapolis last week in front of 200 people to celebrate five years of Dear Nina: Conversations About Friendship (the podcast). I’ve been crowing about it everywhere, including on a local news show, Twin Cities Live. And I’m not going to apologize for that. It was a big deal and a HUGE undertaking! I could not have done it without the help of my assistant producer, Rebekah Jacobs, or without Minneapolis event planner Haley Lerner of Haley Joy Events. I did not record the “episode,” which was disappointing to some local people who couldn’t be there. I wanted this to be an-person only experience. I have 205 other episodes anyone can hear at any time! I am excited, however, to share a quick reel here of what the event was like. I have more to say about this whole experience of being IN PERSON instead of behind a mic, and what it taught me about showing up for others (in person). More on that in a week or two. Other happenings around hereA few weeks ago I released an episode called “Go Where the Heat Is” with my husband, Bryan. He hasn’t been on the podcast since the first year. We reflected on the main friendship “thing” I’m still working on in my own friendships. And what listening to over 200 episodes has taught him about friendship. Listen to episode #204 on Apple, Spotify, YouTube, and anywhere you get your podcasts! Then this week for episode #205, “Get Offline and See Your Friends,” I did a quick solo episode about how doing an in-person event has made me want to plan more events (but smaller) when I can. Listen to episode #205 on Apple, Spotify, YouTube, and anywhere you get your podcasts! By the way, Rebekah Jacobs and I did record last year’s show in Chicago. That was a different but really good (and hard!) topic. “From the Cafeteria to the Mahj Table: Friend Group Challenges from Teens to Midlife and Beyond.” FIND EPISODE #160 on Apple, Spotify, YouTube, and anywhere you listen to podcasts! From the Dear Nina Friendship Dilemma Library(August is coming soon!)
Let’s connect outside of this newsletter: You can find me most often in the Facebook group, Dear Nina: The Group. All the social media links are below. I know I need to get rid of some them! Instagram | TikTok | YouTube | LinkedIn | Threads | Twitter | My Website You’re a free subscriber to Dear Nina: Conversations About Friendship. Curious about those once-a-month emails behind the paywall? The anonymous letters (and my answers!) come from the rawest places of friendship uncertainty. They deserve the most sensitive readers who are not going to roll their eyes, leave troll-ish comments, or make the letter-writer feel foolish for asking. If you’re willing to upgrade to this part of the newsletter, I know you’re there with the best intentions to be part of a community that’s not afraid to ask the tough questions and who will read the answers with an open heart. If that’s you, I’d love to see on the other side. :)
© 2026 Nina Badzin |
She Wants to Be Friends, But Has No Follow-Through
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