He Dreamed Of Being A Pilot, And Michael Saylor Ended Up Owning A Multibillion-dollar Company

Nico Nobili
7 min readOct 30, 2022

Achieving something great requires courage. The question is, do you have the courage it takes to be a great achiever?

Just because it is a perfect plan, doesn’t mean it would work for you in the end. Michael Saylor got denied his childhood dream due to uncontrollable circumstances. Instead, he got something he had not expected at the very beginning of his life.

Michael Saylor is an American entrepreneur. He co-founded a company that oversees software and digital intelligence known as Microstrategy. In addition to his success, he is an author, and also a Bitcoin expert.

Stay with me as I walk you through the inspiring journey of Michael Saylor, where you’ll discover why he didn’t follow his first dream, and how he ended up being so successful.


As I said, in reality, not everything goes as planned. Sometimes, even the “perfect” plans tend to go wrong.

Lincoln, Nebraska, the place where Michael Saylor was born on February 4, 1965, didn’t present him with the perfect plan at birth. However, it didn’t leave him without a plan due to the family he was born into.

He was born into a military family, so Michael did not have a lot of time to make a bonding relationship with a particular environment as he was always on the move with his father.

Michael’s Father was an Air Force Chief Master Sergeant. Michael did not have the luxury of slacking off. You might the thinking all the moving around would have affected Michael so much that he wouldn’t exactly be called a smart young boy.

I am sorry to burst your bubble but that wasn’t the case. Michael Saylor was a really smart young boy. As a young boy, he was already filled with so much curiosity and ambition. He wanted to be an astronaut, and that didn’t come as a surprise because of how he grew up around seeing jets fly high to the sky.

When he was in his teenage years, his family moved and settled at Wright-Patterson Air Force base. Michael’s academic brilliance didn’t fail him as he graduated as the best among his peers in high school. If there was a…



Nico Nobili

An Italian Dark knight. CEO of Sybershel Using Technology,health tech and AI to Create Mergable Solutions for the human. Like Cyborg > Sybershel.com