When I go to EAA meetings I'm the youngest by 15-20 years and I'm in my 30s. I don't think I've ever seen a privately owned certified plane that was newer than 25 years old.
It's all around a bad situation for general aviation.
I really don't know where the airlines are going to get the next generation of pilots from. Of course with the horrible pay and hours, I can't blame anyone from not choosing that career path.
Plus figure in "working" 60+ hours a week and only getting paid for 30-40 of them. It's not uncommon for airlines to fly pilots from city to city to stage them for flights. But they only pay them for the time they are actually touching the controls. So they get up at 3am to catch series of flights, then don't start getting paid until noon.
The military. As usual.
Right now the airlines have managed to talk high school grads into taking out huge student loans and drop 100K+ on a for-profit school, then take a job making ~ 20. There's no way that's sustainable though.
No real idea on how accurate that is, just stuff I've overheard in pilot lounges at airports :)
Interestingly, though, the navy is has a glut of pilots right now.
I was going off all the information that came out after the Colgate Air 3407 crash in regards to how feeder airlines treat their pilots.
I've talked to several CFI's who are moving into regional carriers and they report the same environments, i.e. high hours/low pay.
It sounds like maybe you're set if you can clear that hurdle and move directly to a "real" airline?
The major airlines love, love, love military pilots, especially ones that muster out around o-3, o-4 because they are in their late 20s/early 30s (lots of years left before mandatory retirement), they are already completely trained, have tons of time flying planes (compared to civilian pilots of the same age), and they are almost overqualified for ferrying passengers in terms of abilities/skills.
There is a trade off: fully automated transportation (planes or cars) will eliminate routine operator error, like falling asleep at the wheel. On the other hand, there will also be corner cases which humans could (sometimes) handle that the autopilot didn't.
And human psychology means that not only will we weight the losses more heavily than the gains, but when losses happen and people die, we will feel unimaginably guilty over the losses, no matter how many people were saved.
(Disclaimer: I have a frozen ATPL(A) myself, worked for one of the biggest airlines and know at least 100 of mentioned unemployed pilots)
It is more of a microcosm of the economy than anything else.
People still fly Cesnas because they are very stable and were not built with planned obsolescence in mind.