For about a year I didn't tell anyone that I was waking up most mornings with this low hum of something I couldn't name.
I have everything I wanted and I can't tell anyone it's not enough.
I called a therapist last month. Got three sentences in and she paused. I'd just described a life with no boss, no debt, no schedule, revenue coming in while I sleep, mornings spent surfing in a town most people save all year to visit for a week. Then I said I was struggling.
She asked me to clarify.
I couldn't.
Because the problem isn't a problem. Not one with a shape. Everything is fine and something is off and there's no language for it when everything is fine. No frame. No permission.
That's the trap. You build the life everyone says they want, and then you lose the right to say it's hard. Not because someone takes it from you. Because it sounds so ungrateful that you take it from yourself.
A buddy back home works sixty hours a week managing a restaurant. His knees hurt. He hasn't taken a real vacation in two years. When he complains, people listen. They nod. They say "that's rough, man." His pain makes sense to people. It looks the way pain is supposed to look.
When I try to talk about what's going on with me, I watch people do math in their heads. Two hours of work. Beach town. Six figures. And the math doesn't come out to someone who gets to feel bad.
So I stopped talking about it.
For about a year I didn't tell anyone that I was waking up most mornings with this low hum of something I couldn't name. Not anxiety exactly. More like a question I couldn't form. I'd check my dashboards, see the numbers, close the laptop, and sit there in a quiet apartment wondering what to do with the next fourteen hours.
I mentioned it to a friend once. He laughed. Not mean. But the kind of laugh that says come on, man. He told me he'd trade me any day of the week. His commute, his mortgage, his micromanaging boss for my beach and my two hours of work.
He wasn't wrong. From where he sits, I'm complaining about too much cake. And I get it. If someone had described my current life to me at 25, sleeping on a cot in my warehouse office with my phone alarm set for 5am, I would've told them to go to hell.
But that's how the trap closes. It uses your own gratitude against you. You know you should be grateful. You are grateful. And the gratitude becomes a gag. You can't say "I have everything and something's still missing" without being the worst person in the room.
You've felt this even if your version is smaller. Maybe you got the promotion and felt nothing but your partner threw you a dinner so you smiled. Maybe you hit a number you'd been chasing for years and wanted to cry and didn't know why. Maybe you're doing better than anyone in your family ever has and the weight of that means you can never, not once, say this isn't what I thought it would be.
So you perform fine. You say things are great. And the distance between what your life looks like and how it actually feels gets wider every week until you're living in two places at once. The one people see and the one you're in.
I didn't figure this out on my own. A woman I met at a hostel in Mexico City cracked it open for me. She'd sold her company a couple years earlier. Free. Traveling. The whole picture. One night after a few drinks she said something I still think about. She said she had to find people who'd already gotten what they wanted. Because they were the only ones who believed her when she said it wasn't enough.
She was right. Not coaches. Not therapists trained for problems that look like problems. Not friends still in the middle of building. The only people who got it were the ones who'd already been through it. Who'd gotten the thing and found the same quiet waiting on the other side.
I have three or four of those people now. A guy I surf with who sold his company at 40 and moved to Portugal. A woman who runs a small product business from Southeast Asia and calls me sometimes just to say today was weird and I don't know why. That's it. A handful.
They don't fix anything. But they hear me say "everything's working and I still feel like something's wrong" and they don't laugh. They just nod. Because they know.
Your pain doesn't need to make sense to everyone. It just needs one person who doesn't make you explain why you're allowed to feel it.
— Best, Jose



