Investment is complicated!
I once bought a 1979 Porsche 930 Turbo for $60K and 5 years later got $85K for it as a trade in, but that was a bit of a fluke...
More seriously, I have bought and sold houses since I was about 24, living in them until it was time to move up market again. My sister who was 15 years older than me guided me, and was part owner of a CBD based real estate agency in Adelaide by then, having started out as a typist there in her late teens.