To a degree, true, although what wasn't clear from the above, admittedly, was that I'm a child of the 80's. I was fortunate to go to a school during those precious formative years in the late 80's/early 90's which refused to comply with the growing culture of pandering to parents' irrational media-driven fears. I didn't select my classmates!
Most of my generation did not play freely. I would go home from school holidays and attempt to muster neighbours/random local kids/friends into going for an explore/insane expedition into the local wasteland/abandoned buildings/woods/caves/whatever. Very few takers, and my mother got no end of "your child is a ne'er-do-well trying to lead my Johnny astray".
That one is more about you and your selection of friends. Your whole generation is not composed of entrepreneurs although they all played freely.