Letting Go: What I Learned About Friendship, Fitting In, and Finding My Own Path

I have to admit something—something I haven’t really said out loud before. I haven’t really had close friends since I moved away from Hawaii back in 2002. Life shifted drastically after that. New environment, new people, and a sense of starting over that never quite felt complete. For years, I carried this quiet sense of disconnect. I was around people, but I often felt alone. It’s a strange feeling—being surrounded and still feeling isolated.

It wasn’t until about ten years ago that I started trying to change that.

Back then, I discovered a growing trend in cities—social events, meetups, and gatherings specifically designed for people looking to make friends or explore the area. These weren’t just parties. They were mixers, hikes, dinner outings, museum trips—anything that brought strangers together with the common goal of connection. Some people were new to town, others just tired of being cooped up at home, and a few were just naturally social butterflies. I wasn’t exactly sure where I fit in, but I showed up.

And I kept showing up.

Over time, I got to know a group of regulars. At first, it felt exciting. These were people with different backgrounds, stories, and perspectives. Each event felt like a new opportunity to connect, to laugh, and maybe even to build the kind of friendships I felt I’d been missing. The group started off small and manageable—familiar faces, recurring conversations, a sense of belonging starting to form.

But, as with many things in life, nothing stays the same forever.

When the Group Grew, So Did the Distance

As the events gained popularity, the group grew. What once felt like an intimate circle turned into a revolving door of new faces. It’s not that growth is inherently bad—it was great to see so many people connecting—but the atmosphere changed. The once-genuine conversations became more surface-level. The events started to feel more like networking opportunities or popularity contests than gatherings of people seeking meaningful connections.

Worse still, drama began to seep in. People started dating within the group. Then breaking up. Then dating others—often within the same group. Tensions formed, loyalties shifted, and the energy started to feel heavy. What used to be fun and spontaneous became awkward and emotionally draining. I started to feel like I was attending out of obligation—just to maintain some kind of social presence—not because I was genuinely enjoying it.

There were moments when I’d show up, and despite recognizing everyone, I still felt like an outsider. It’s an odd thing—to be part of something but not really in it. Sometimes, people wouldn’t even acknowledge me unless I made the first move. I began to wonder: were we friends, or was I just another familiar face in the crowd?

The Pressure to Keep Up

As if the emotional strain wasn’t enough, there was also an unspoken pressure to keep up with the group’s lifestyle.

Most of the people I hung out with were doing well financially—high-paying jobs in tech, finance, healthcare, you name it. And with that came expensive hobbies: luxury cars, fancy homes, nights out at high-end restaurants, weekend trips, and a lot of alcohol. I’m not saying there’s anything wrong with that. They earned their success and had every right to enjoy it. But keeping up with that lifestyle, even just socially, was draining—for both my wallet and my well-being.

There were times when I found myself spending money I didn’t really have, just to keep up appearances. I’d go out to dinners I couldn’t afford, buy drinks I didn’t want, and tag along on trips that left me stressed out more than anything else. I wasn’t living my own life anymore—I was trying to squeeze into someone else’s mold, and it just wasn’t working.

Eventually, I had to be honest with myself: this wasn’t the life I wanted.

Walking Away

It wasn’t easy to step back. When you’ve invested years into a social group, even one that no longer feels right, there’s a certain fear in walking away. What if I ended up completely alone again? What if I regretted it?

But I knew deep down that staying was costing me more than leaving ever could. My health was suffering. My finances were strained. And perhaps most importantly, my sense of self was fading.

So I started distancing myself—at first slowly, skipping events here and there. Then more intentionally, choosing instead to spend time alone or explore new interests. Eventually, the invitations stopped coming. And strangely enough, I didn’t miss them.

With time, I realized I hadn’t just let go of a group—I had let go of a version of myself that was desperate to belong at any cost.

The Freedom in Letting Go

Sometimes, letting go is the most powerful thing you can do. It’s an act of self-respect.

Leaving that group allowed me to reevaluate what I really want from my relationships. I didn’t need flashy events or constant stimulation. I didn’t need to be around people who made me feel small, invisible, or out of place. I needed real connection—conversations that go beyond small talk, people who listen, who care, who see me.

I began focusing on building a different kind of community—one that shares my values, my interests, and my pace. Whether it’s attending smaller hobby-based groups, joining community volunteering efforts, or simply catching up with one or two people over coffee, I’ve found that quality really does beat quantity.

Not every interaction has to lead to a deep friendship, but when you stop chasing the idea of belonging and instead focus on being authentic, the right people tend to find you.

Lessons I’ve Learned

Looking back on those years, I don’t consider them wasted. They taught me some valuable lessons about friendship, identity, and the importance of knowing your own worth.

Here’s what I’ve taken away from the experience:

Not every group is meant for you—and that’s okay.
Just because you’re invited doesn’t mean you have to stay. Sometimes, walking away is the healthiest thing you can do.
You don’t have to fit in to belong.
True connection doesn’t require performance. It requires presence. If you’re constantly performing to be accepted, you’re not really being accepted.
It’s okay to outgrow people.
Growth means change. And sometimes, your path will diverge from people you once walked closely with. Letting go makes space for new connections that align with who you are now.
Friendship isn’t about appearances.
Fancy restaurants and expensive cars don’t equal real connection. Look for people who show up for you—not just in photos or events—but in real, meaningful ways.
Protect your energy.
Social burnout is real. If something or someone consistently drains you, it’s worth stepping back to reassess why you’re staying involved.

Moving Forward

Today, I’m not part of any big social group. I don’t go out every weekend. I don’t have a calendar full of events. And you know what? I’m okay with that. Actually, I’m more than okay—I’m at peace.

I’ve come to value solitude, intentional living, and the few close connections I’ve built along the way. I’m no longer trying to keep up. I’m just trying to be—and that’s more than enough.

So if you’re reading this and you’ve felt the same—pressured to fit in, exhausted by surface-level relationships, unsure if your “friends” even see you—know that you’re not alone. And more importantly, know that you have the right to walk away.

There’s a different kind of life waiting for you—one filled with authenticity, purpose, and people who truly get you. But first, you have to let go of the one that’s holding you back.