I was standing in my kitchen this morning, waiting for the coffee to brew, when my hand automatically reached for that mug in the cabinet. You know the one. Not the prettiest, but the favorite.
It’s ten years old. The handle is white, and the photo on the front is so faded from a decade in the dishwasher that you can barely make out our smiling faces. When I wrap my hands around it, I can almost feel the warm, humid New Jersey air and hear the echo of our laughter spilling out of Stella Marina, one of our favorite restaurants in Asbury Park.
It’s a picture of me, Joe, and eight of our closest friends – our chosen family – taken after a perfect meal.
Those friendships have deep roots, built not just on years, but on a foundation of showing up.
We knew each other’s stories inside and out – the good, the bad, and the messy, and loved each other anyway. We were constantly creating shared memories through dinner parties, get-togethers, and simply being there for one another, no questions asked.
That mug isn’t just about a fun night. It represents my gold standard for connection – deep, easy, and truly reciprocal – the kind of meaningful relationships that feel emotionally safe and mutually invested.
When I Became The Friendship Engine
That image stands in stark contrast to the emotional marathon I found myself running a few years ago.
I was pouring energy into friendships that never quite seemed to stick, always the one planning, inviting, and following up – the designated “friendship engine.”
I believed (and still do) that real connection deepens through consistency and shared experiences.
You have to see people regularly (at least once a month, in my opinion,) for that kind of friendship to take root.
So I kept showing up. Organizing dinners. Sending the texts. Turning the key. Pressing the gas.
Trying to keep things moving forward. I was craving relational depth, not just social activity.
The Loneliness of One-Way Curiosity
During those get-togethers, I’d lean in, ask questions, and listen intently, genuinely curious about their lives and looking for things we had in common.
But the curiosity rarely flowed back.
I’d sit through a two-hour coffee where the other person would talk about themselves the entire time, never once pausing to ask me anything. Afterwards, I’d still send a warm text saying what a nice time I’d had and looking forward to the next one, hoping to build momentum.
I’d drive home with that familiar, hollow ache – the feeling of being a friendly interviewer conducting a study on them, while my own stories got lodged in my throat, untold.
I wasn’t just overlooked; I felt like a ghost at my own table, present, but not fully accounted for. It’s a particular kind of loneliness that can sneak into adulthood when effort isn’t mutual.
The Question That Changed Everything
Earlier this year, something shifted.
I was having lunch with a new friend when, during a pause in the conversation, she tilted her head and said,
“Last time we talked, you mentioned a few of your New Jersey friends were coming out for a visit. How was it?”
The question was so simple. But the effect was immediate – a jolt of warmth spreading through my chest. I felt my shoulders, which I hadn’t realized were tense, actually drop.
The relief was palpable.
The friendship suddenly had two engines, not just one. That’s what healthy adult friendships feel like – balanced, responsive, and alive.
In that moment, I wasn’t just a listening ear or an event planner. I was a person with a history, with relationships and a life that someone else cared enough about to remember.
Why Being Remembered Matters
What I know now is this: the joy of being truly seen often lives in small acts of recall. Because belonging isn’t built through grand gestures, but through small acts of attention and emotional intimacy.
It’s the difference between broadcasting into a void and having a real dialogue. (And thank goodness for that – because my memory for details is far better than the faded faces on that old mug.)
The takeaway is simple, but profound:
Pay attention to who makes you feel that warmth. Gravitate toward the people who not only ask, but also remember.
That kind of reciprocity isn’t a luxury. It isn’t neediness. It’s the very air that true, lasting friendship breathes. In midlife especially, authentic connection isn’t accidental – it’s intentional.
Who in your life makes you feel truly seen?
Try This: Send Up a Flare
This week, try a small experiment.
In a casual conversation, send up a flare – a small, authentic signal of who you are. Mention a quirky hobby. A favorite 80s band. A book you loved that never made the bestseller list.
It’s not a test. It’s an invitation.
Notice who leans in. Who follows up. Who remembers.
Those are your people – the ones who aren’t just hearing you. They’re seeing you.
“In everyone’s life, at some time, our inner fire goes out. It is then burst into flame by an encounter with another human being.”
— Albert Schweitzer
About the Author – Making Midlife Funderful


Cheryl Dillon, CPC – Life Coach & Founder, Funderful Experiences
Cheryl Dillon is a life coach and founder of Funderful Experiences, home of Connected Hearts – a community of midlife women shaping a chapter that feels joyful, vibrant, and intentional. She also writes The Uplift, a nationally read newsletter blending storytelling, coaching, and humor to help women reconnect with themselves and each other – bringing more laughter, purpose, and heart to everyday life.
Cheryl’s work centers on the belief that genuine connection, meaningful experiences, and personal growth bring depth, happiness, and fulfillment to midlife. With a background in psychology and coaching, she brings warmth, insight, and real talk to conversations about friendship, identity, midlife transitions, and what it means to live fully and thrive in this season of life.
More Real Talk
When Life Sideswipes You in Midlife
Why Friendship in Midlife Feels Different – and Why it Matters More Than Ever


