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50 Feels Different Than I Thought

by Chris Errington
Feb 21, 2026

I turned 50 this week.

And for most of my life, I assumed that number would feel different.

At 20, I thought success at 50 would be obvious.

Big bank accounts...
Fancy cars...
Dream homes and vacations...

External markers that told the world I had “made it.”

Instead, what overwhelmed me wasn’t revenue.

It was reputation.

The words people used:

Loyal...
Trustworthy...
Integrity...
Honorable...

That hit harder than any milestone ever could.

Money is loud...reputation is quiet.

Money spikes...reputation compounds.

You can manufacture income...you can’t manufacture trust.

In business, you don’t get away with behavior...you just delay the receipt.

At this stage of life, I care less about impressing people and more about protecting something.

My name...my word...my alignment.

Because when things get serious in business, people don’t look for the loudest voice.

They look for the most trusted one.

That’s the game I’m playing now.

And heading into the back 9 knowing exactly who I am and what I stand for…

That feels like wealth.

WHAT I’M LISTENING TO

Chris Stapleton..."South Dakota" and "Death Row"...slightly obsessed.

The spots where his voice cracks a little...there’s something about age in a voice that you can’t fake...

You can hear what it cost...that feels honest.

WHAT I’M READING

Stories about winners...I used to read them for the wins...but lately I’m reading them for the patterns.

Who protected their name...who didn’t...

That part always shows up eventually.

WHAT I’M WATCHING

Spent some time at the pond store on my birthday...yep that's right, the pond store...real fish swimming and water flowing...just needed a fix, other than simply the pond building videos I watch regularly...

QUOTE OF THE WEEK

“Character is built in the quiet decisions no one sees.”

I don’t know who first said that...but I’m starting to understand it differently.

Your Superpower might be simpler than you think...
There’s a pattern I’ve started to notice in my career… Superpowers are a thing. I’m usually not the smartest person in the room...like ever. I’m not the technical expert (those who know me can stop laughing any time now)... And I’m rarely the one building the product... But I do seem to have one consistent advantage. I build like and trust with people quickly. Some people call it networking… I ...
Why Trust Matters More Than Titles
One quiet goal I have these days. I want to be someone people trust without hesitation. Not because of a title...not because of a position... Just because of who I am. That might sound simple, but the older I get the more I realize how rare that kind of trust actually is. Most of the world is built around titles. Vice President...founder...CEO...Executive... Those things can create authority......
Maybe We've Been Asking the Wrong Question?
How on earth is that possible? And it’s not like I’ve never been asked. That question has been coming at me for decades now…usually from people who had their lives figured out far earlier than I did. “What do you want to be when you grow up?” When I was a kid, I had the same big dreams most kids have. Mine just happened to involve becoming a professional basketball player. Never mind the fact t...

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"Build with grit, lead with heart" —Chris Errington

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