Sun. Mar 15th, 2026

My Cousin Plans to Fire His Boss & Get Rich on His Own. I [Nearly] Died Laughing*. | by Aldric Chen | The Startup | Aug, 2025

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A guy working and laughing.
Hard not to laugh at extreme naivety. Photo by Brooke Cagle on Unsplash

“I think I can do it better myself. I can earn more, too. I am going to resign and go all-in to build my business.”

As much as I would like to be encouraging, I cringed.

I have heard this rodeo many times. Too many. But don’t get me wrong. I am not against entrepreneurship.

I am against naivety.

My cousin is 26. His name is Timothy. Let’s call him Tim. He graduated from civil engineering school 2 years ago. He works as an operational analyst in a real estate conglomerate.

He has no people management experience. He has never hustled to make additional money.

Yet, there he is, chiming away… thinking that he knows better.

I hate to give him the Boomer treatment… but he deserves one.

The classic life hater — Part I

Tim is a classic hater.

When he was in college, he hated his,

  • Professors,
  • Project mates,
  • Take-home assignments,

By uttu

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