The Permission You Never Knew You Needed

Published on July 13, 2025 at 8:36 PM

What happens when you stop asking "What will people think?" and start asking "What will make me come alive?"

I was 40 years old when I realized I'd been living someone else's life.

Not metaphorically. Not in some vague, mid-life crisis way. I mean literally – I had spent four decades performing a role that felt like wearing a suit three sizes too small, every single day.

The morning I looked in the mirror and finally saw her looking back at me wasn't dramatic. There were no lightning bolts or orchestral swells. It was quiet. Like finally hearing your own voice after years of listening to everyone else's.

But here's what nobody tells you about that moment of recognition – it's not just transgender people who experience it. We all have versions of ourselves we've tucked away because they don't fit the script we think we're supposed to follow.

The Scripts We Never Chose

Think about it. How many decisions in your life were actually your decisions?

The career path that seemed "practical." The relationship that looked good on paper. The version of yourself you present at family dinners. The dreams you've labeled "unrealistic" without ever really trying.

We collect these scripts like layers of paint on an old house. Each one seems necessary at the time, but eventually, they're so thick you can't see the original structure underneath.

I know because I spent 40 years painting over myself.

The Weight of "Should"

The heaviest word in the English language isn't "love" or "loss" – it's "should."

I should be more masculine. You should be more successful. They should have it figured out by now. We should be grateful for what we have.

"Should" is the voice of a world that's more comfortable with your compliance than your authenticity. It's the sound of other people's fears disguised as your responsibility.

But here's what I learned after stepping away from a lifetime of "shoulds": The world doesn't actually need another person pretending to be someone they're not. What it needs is more people brave enough to be exactly who they are.

The Permission Slip

So here it is – the permission slip you've been waiting for, written by someone who knows what it's like to live behind a mask:

You have permission to disappoint people.

You have permission to change your mind about who you thought you were supposed to be.

You have permission to want things that don't make sense to anyone else.

You have permission to start over, even if you're "too old" or "too settled" or "too far along."

You have permission to be gloriously, unapologetically yourself.

The signature at the bottom isn't mine – it's yours. It always has been.

What Courage Actually Looks Like

Courage isn't the absence of fear. It's not even doing something despite being afraid. Real courage is looking at the life you've built and asking: "Is this actually mine?"

Sometimes the answer is yes, and that's beautiful. But sometimes the answer is no, and that's when the real work begins.

The real work isn't dramatic. It's not about burning everything down or making grand gestures. It's about small, daily choices to honor who you actually are instead of who you think you should be.

It's ordering what you actually want at the restaurant instead of what seems appropriate.

It's saying "I don't know" when you don't know, instead of pretending.

It's setting boundaries that feel scary but necessary.

It's choosing authenticity over approval, one small decision at a time.

The View from Both Sides

Having lived as both a man and a woman, I can tell you something that might surprise you: The grass isn't greener on the other side. The grass is greener where you water it.

But you can't water grass that isn't actually yours.

The most profound realization of my transition wasn't about gender – it was about ownership. For the first time in my life, I was tending to my own garden instead of trying to make someone else's bloom.

Your Turn

Right now, someone is reading this and thinking, "But you don't understand my situation." And you're right – I don't. I don't know your family, your obligations, your fears, or your constraints.

What I do know is this: You have one life. One chance to see what happens when you stop managing everyone else's comfort and start managing your own growth.

The world will survive your authenticity. In fact, it needs it.

Because somewhere out there, someone is waiting for the courage you're about to show them. Someone who needs to see that it's possible to choose yourself, even when it's scary. Even when it's complicated. Even when it's "too late."

It's never too late to become who you actually are.

The only question is: What are you waiting for permission to do?


The signature line is waiting for you.

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