The older I get, the more I think about what I’ll regret—and these 10 things matter more than I used to think

The older I get, the more I think about what I’ll regret—and these 10 things matter more than I used to think

I was sitting at a friend’s funeral when I realized I’d been quiet for thirty years.

Not silent exactly. Just careful.

I’d swallowed so many words to keep the peace. Let so many things slide. Told myself it wasn’t worth the friction, the awkwardness, the risk of making things weird. I’d been agreeable. The kind of person who never caused a scene.

She was someone I’d known since college.

We’d fly to visit each other twice a year for two decades.

We’d exchanged birthday texts.

We’d sent each other articles we thought the other would like.

On paper, we were friends. Good friends.

But I never told her she hurt my feelings that one time.

Never said the thing that was actually on my mind during any of those trips.

Never let her see the version of me that wasn’t easy. I kept it pleasant. Kept it surface. Kept it safe.

Now she was gone. And the words I never said were gone too. The conversations we never had. The version of me she never met. The friendship that could have been deeper if I’d been braver.

That’s when I started thinking about regret differently. Not the big things—the career moves I didn’t make, the financial choices I second-guessed.

The small ones.

The swallowed words.

The moments I was there but not really there.

The version of myself I hid because I was afraid of what might happen if I stopped performing.

And now, I’m old enough to see the pattern.

Here’s what matters more to me now than it used to.

1. Honesty matters more than keeping the peace

A grandmother with her beautiful granddaughter.
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I used to think that avoiding conflict was the same as being kind. That swallowing my words was generous. That keeping things smooth was worth whatever I had to bury.

Now I think about all the things I never said. The friend who hurt me—I never told her. The family member who crossed a line—I let it slide. The moment I should have spoken up, but didn’t. I told myself I was being easy to be around. I was just being scared.

The peace I kept wasn’t real. It was just silence dressed up as kindness. And the people I wanted to protect from my honesty? They never knew me anyway.

2. Being present matters more than being productive

I spent years being there but not really there.

My body in the room. My mind somewhere else. Scrolling. Planning. Worrying about a meeting that was three days away.

I told myself I was being responsible. That the work couldn’t wait. That being productive was the same as being present.

Now I think about the moments I missed. My daughter telling me a story while I checked my email. My partner trying to connect while I made a grocery list in my head. The thousands of tiny moments where I was technically there but emotionally absent.

You don’t get those back. The work got done. The moments didn’t happen.

3. Letting capable people handle themselves matters more than being needed

I used to think being indispensable was a virtue.

That if people needed me, I mattered. So I managed. I fixed. I stepped in. I took over.

I spent years managing the moods and messes of grown adults who were perfectly capable of handling their own lives. A partner who could have figured it out. A friend who needed to learn her own lessons. A sibling who never had to step up because I always did.

Now I think about all that stolen time. The energy I poured into people who didn’t need it. The way I confused being needed with being loved. The capable adults I kept small because I couldn’t stop being big.

4. Play and creativity matter more than being practical

I used to be the kid who built things.

Who made up games.

Who got lost in projects for hours.

Somewhere along the way, I traded that for being practical. Responsible. Efficient.

Now I think about the creative problem-solver I let atrophy. The muscle that used to make something out of nothing just… stopped getting used. I started reacting to everyone else’s world instead of building my own.

Play isn’t just for kids. It’s how you stay alive. It’s how you remember that you’re not just a function—you’re a person who can make things for no reason at all.

5. Reciprocal friendships matter more than old ones that didn’t grow

I kept people in my life for years out of loyalty. History. Obligation.

Even when the friendship was one-sided. Even when they only showed up when they needed something. Even when I was doing all the work.

I told myself that’s what friendship was. Showing up. Being there. Not keeping score.

Now I think about all the energy I poured into people who wouldn’t have crossed the street for me.

The years I spent on maintenance for relationships that never fed me. The relief I felt when I finally let them go. That relief told me everything.

6. Living in my body matters more than fixing it

I spent decades viewing my body as a project.

Something to fix.

Something to shrink.

Something to apologize for.

I treated it like a machine that was always breaking down, never good enough.

Now I think about the sensory joy I missed. The hikes I didn’t take because I felt too big. The dances I didn’t dance. The way I experienced the world through a filter of self-criticism.

My body isn’t a project. It’s the only vehicle I get. I’m done spending my energy trying to make it look different. I want to feel what it can do. Not what it looks like doing it.

7. Being known matters more than being liked

I spent years being easy to be around. Pleasant. People liked me.

They also didn’t know me.

I kept the mask on so long I forgot what was underneath. I was so busy being what everyone else needed that I never let anyone see what I actually was.

Now I think about the people who loved the mask. They weren’t wrong. They just never got the chance to love the mess. That’s on me. I didn’t trust them to stay. So I never let them see.

8. Starting now matters more than waiting for things to be perfect

I put things off. The trip. The conversation. The change I knew I needed to make.

I told myself the timing wasn’t right. That I wasn’t ready. That I’d know when the moment came.

Now I think about all the years I waited for certainty that never arrived. The trip I should have taken. The thing I should have said. The life I could have been living while I was waiting for perfect conditions.

Certainty is a lie we tell ourselves to avoid starting. The timing is never perfect. You just start. And you figure it out as you go.

9. Spending time alone matters more than staying busy

I used to fear solitude. I filled every silence. Kept myself busy. Avoided being alone with my own thoughts. I thought loneliness was something to escape.

Now I think about the relationship I neglected for decades. The one with myself. I never learned to just be with myself. To sit in the quiet. To hear what I actually thought when no one else was in the room.

Solitude isn’t loneliness. It’s the place where you figure out who you are when you’re not performing for anyone else. I wish I’d found it sooner. But I’m glad I found it at all.

Editor’s Note: This piece is part of our “As Told to Bolde” series where we share personal stories from individuals we have interviewed or surveyed. For more information on how we create content, please review our Editorial Policy.

Natasha is a former lifestyle journalist and editor based in New York City. In her 45 year career, she covered all aspects of lifestyle—relationships, style, travel and living—and now focuses her writing on the complexity of family relationships, modern love and being a grandparent (her greatest joy!).