5 Short Rules for Life I Wish I’d Learned Earlier

Save yourself a lot of frustration

Kyle Chastain
6 min readAug 14, 2024

It’s that time of year again.

All the kids go back to school and have to unlearn all the bad habits they picked up over the summer.

My boys started school again today, and they spent their entire day going over all the rules of the classroom and re-learning how to fit into the little boxes all public school children have to contort themselves into. Otherwise, the school dissolves into anarchy.

Rules are part of life.

But most of them are just made up to benefit others who have power over us. Be nice, listen to authority, don’t pull Sammy’s hair. Over time, we internalize the rules and don’t bother questioning them. Then, as adults, we wonder why we feel so suffocated with no control over our lives.

Over the years, I’ve worked to deprogram my thinking. Through that process, I’ve developed a few rules of my own. But these 5 rules actually help me live a better, happier life.

Here’s what’s working for me.

1. Fitting in is overrated — stop trying

When I was a freshman in high school, I nearly got into a fistfight.

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Kyle Chastain

On a mission to become a better writer and storyteller | Building my "Insight" newsletter to 10k+ | Create the life you want: https://chastain.substack.com/