I learned a lot of stuff about networking, how AWS works (VPCs, IAM, CloudWatch, etc) from trial and error, and hobby projects like personal websites (free tier), hosting a Minecraft server, etc.
Being too overprotective can have negative consequences on folks who are responsible. One of the things I love about the technology and internet communities, etc is that you're mostly judged based on how you act and behave; not your age or other visible characteristics.