This was just after the turn of the '70s and childhood then was a largely feral experience for most, amplified for me by our extremely rural location. When I became a parent I tried to find a good balance between that and over-parenting. I think I mostly succeeded.
I was also a kid in the “don’t come home until dinner” generation. We never made a parachute which may explain why my little brother broke his arm trying to leap from one tree branch to another.
That said, my middle school kid has his own hatchet, machete, and bow and arrows. If you don’t teach a kid self sufficiency, knife safety, and gumption you may as well put an iPad in the feed bag and leave them out to pasture. I would definitely help him make wings, but also quietly inflate the airbag under him before he jumps.