Commercial Pilot
Even went so far to enroll at Embry Riddle. The money time and desire were all there. This was 40 years ago when I was still a teen. The program I was enrolling in would have taken me all the way from off the street to 737 type rating plus CFI and CFII. That was not all the same program, but multiple. A friend of my dad had contacts with several FBO's and various FAR 135 operators and promised that he'd find a place for me.
It all came crashing down (puns are always intentional) when I couldn't pass the eye exam. I'm legally blind in my right eye. I was originally told that's not an issue since my color vision is perfect... Well it was a problem. I looked outside the United States and I could have achieved my dream. However my controlling mother said if I went outside the country then there would be no money. She went so far to take all of my documents to her safety deposit box so I couldn't even get a passport or visa. She never did give me my original SSN card or birth certificate... When I had moved out of their house I went and acquired copies.
I did make it into the air, but as a skydiver and not a pilot.