The 8 Year Old Pilot

I looked in the mirror this morning. Really looked.

I didn’t see the 57-year-old Project Manager with the gray in his beard. I didn’t see the “Diabetic Alcoholic Loser” my ex wrote about.

I saw the kid.

The 8-year-old boy. The one before the divorce, before the chaos, before the world told him he had to be small. He was the kid who played Army in the backyard, who built race tracks on the living room floor, who dreamed of being a soldier, a crazy guy, an adventurer. He was the kid who thought life was supposed to be a goddamn movie, not a spreadsheet.

I sat down with him. In the quiet of my own head.

“We’re leaving,” I told him.

He looked at me, skeptical. He’s seen me promise this before. He saw me promise it when I bought the tequila bar. He saw me promise it when I moved to Hawaii. He’s watched me trade one cage for another for fifty years.

“For real this time?” he asked. “No more meetings? No more women who yell at us? No more pretending we care about the Homeowner’s Association?”

“No,” I said. “We’re going to Vietnam. We’re going to ride motorbikes. We’re going to eat weird food. We’re going to be the crazy guy.”

And I saw him smile.

It wasn’t a big smile. It was the quiet, satisfied grin of a kid who finally got what he wanted for Christmas, even if it arrived forty years late.

“What took you so long?” he asked.

“I got lost,” I said. “I got scared. I thought I had to be what they wanted me to be.”

“You’re an idiot,” he said.

“Yeah,” I said. “I know.”

This trip isn’t about running away from my problems. It isn’t about finding a wife. It isn’t about retirement.

It’s about keeping a promise to that kid.

He wanted an adventure. He wanted to be free. He wanted to look at the world and not feel afraid.

I owe him that. I owe him the last chapter.

So, kid, buckle up. Pack your GI Joes. We’re getting on the plane. And this time, we aren’t coming back until we’ve seen the whole goddamn show.

Icon Cray

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James O

Born behind a Tommy’s Burgers to a mother I had to divorce at thirteen, just to survive. I was homeless in Los Angeles by sixteen, armed with nothing but a backpack full of rage. I clawed my way out through a crooked high school diploma and a failed stint in the Navy that got me ninety days in the brig and a boot back to the street.

I decided the world wasn't going to give me a damn thing, so I took it. I went from the shipyards to drafting rooms to building my own engineering firms. I learned the game, held my ground against the suits, and became a self-made millionaire with an office in Singapore before I was thirty. I chased the American Dream and, for a while, I caught that bastard by the throat.

Then I did the stupidest thing a man can do: I retired at thirty-five. Thought I could buy peace. I built a fortress of money and success on a yuppie ranch in Oregon, a monument to everything I’d survived. But the cage wasn't to keep the world out; it was to keep me in. And the one person I handed the key to, the one I trusted inside my walls? She turned out to be a ghost, wearing the face of the same damn madness I’d spent my whole life trying to outrun.