A lot of similar stories here...
I was always good with mechanical stuff. I also had very little in the way of material possessions when I was growing up. This combo led to me becoming the neighborhood fixit kid, building bicycles from scrap parts, lacing wheels, doing home maintenance, all to get either a few dollars, or to get something material.
At age 14, I worked as a masons helper for the building season. I learned much. The next building season, I worked for the mason's brother, doing house framing and general construction, I learned even more. I saved my money as best I could (I had to buy my own clothes, food, etc).
I bought a motorcycle, worked on all of my friends bikes that raced.
By the time I was 18, I was hired at GE, in their apprentice program. Because of my grades, GE paid for my degree. Along the way, the future MDB and I bought a 4 acre plot and planned to build a house. I did the design, we did all the construction except for the masonry. I was completing my toolmaker apprenticeship, getting my degree through part time classes, building our house, and then we MDB and I got married...she was 20 and I was 21 years old.
Soon after, I built the first stripper with a buddy of mine. Following year came my first stripper, and obviously, I've never stopped. A few more years and we sold the house (no mortgage, BTW, all built out of pocket) and bought our current home. We quickly removed the upper walls and roof, and converted from a cape cod to a center hall colonial.
As I continued my education I worked as a toolmaker, modelmaker, technician and designer. After 16 years at a death spiraling high tech R & D firm (MTI) I joined my business partners and formed MITI. We became the recognized world leader in Foil Bearing technology. While working as a design engineer and heading the lab and shop, MDB and I began acquiring rental properties. We also bought, repaired, and sold for profit a few houses. Eventually, I had to choose between the high tech world and the rental property world.
It was an easy choice--continue working 55 hours per week as a design engineer or work 160 hours per year and earn twice the income with the rentals.
So now I'm semi retired, working only on our rental properties...and building boats, Jeeps, motorcycles, camping, hiking, skiing, sailing, paddling, bicycling and a few other activities.