I found an archive of Sky and Telescope going all the way back to the 60s and as I browsed through, two things stood out.
1) Takahashi's were freaking expensive in the past and still are today 
2) There used to be a lot more opportunity to do astronomy.
I was blown away at reading old issues of sky and telescope at how these people with average jobs were able to have so much in their life. A teacher working for elementary school that has a 2 story home with a 3 story attached observatory??? The machinist who worked manufacturing for 30 years and retired at 55 who has 100 acres of land and multiple domes that they bought for 800 bucks in 1984 that today would cost 22k even though inflation suggests a mere $3995 should be the modern cost.
There used to be a cottage industry of DIY as well.. every single issue of Sky and Telescope through the 50s, 60s, 70s and even 80s and early 90s always were full of how to build, polish, make your own scopes and mirrors and so many companies were competing to sell you everything from refractor lenses to glass cells and polishing kits. This just absolutely doesn't exist at all today whatsoever - finding the books and magazines to help you do this now is increasingly hard and when you do find them, you're continuously reminded at how that 400 dollar ginormous dobs someone built in 1984 is now many 1000s of dollars of stuff and we don't have the army surplus, construction surplus, the use of retired machining equipment or people even willing to machine something...
Inversely, we have a lot more tech and a lot more mid range gear today we can choose from but it biases towards astrophotography and modern life biases towards automating that because we can't stay up all night when we have full time jobs that demand 800 percent more efficiency out of us than someone else was expected of just 40 years ago.
Also, in the 80s, people often didn't have cable, internet, cell phones, tv subscriptions, kids tend to be free range rather than scheduled activities and there used to be a lot more public land to go and explore and be creative or inspired by - whether dark skies or a soothing stream to play in.
but at the same time, having internet/cell phone/tv means you can watch a lot of shows, download images and do a lot of things that couldn't be done before without having to ever touch a scope or a camera or look through an eye piece so many folks may wonder why to do it themselves, if they can just watch the Universe on TV or go to nasa website and see what a 20 billion dollar scope can do.
BUT... all things considered - the discord astro servers are chock full of young folks, the gear is selling like hot cakes, we've never had things better as far as image quality goes and what you can get from a telescope in a backyard... but it doesn't have the charm of what looks like the simple life of history. Not many young kids are going to relate to the 2 story house on 100 acres with an attached 3 story observatory that a teacher got when todays teachers won't be anywhere near owning such... so today they have to be OK with whatever they buy online and have no ambition to build since they don't even have a garage to begin with.
sadly, i agree with what someone said earlier. Kids didn't make this world, we did. They're the ones living in a future that we made harder for them... from capitalism run amok to light pollution, general pollution and no concept of a strong future... worst of all, the people who ruined their future blame them for not wanting to live in it and no one is happy for it.
can we change it? i hope so...
I see lots of people who donate scopes to charities or church or their local club, but dang, when a normal person is interested, it's time for capitalism to kick right in because we have to make a buck... even though that orange SCT has been sitting in a shed for dog gone 30 years now and will need some TLC to get working anyway
someone mentioned trains as a hobby - it's similar too but luckily there 3d printing was a savior from having to depend on capitalism run amok.
guess my rant is done. If we want people to enjoy hobbies, they need the free time and more importantly, they need to have the opportunity for such for having done what was normal work before.
buying a cheap scope online that you use in ok conditions in a city today just isn't as inspiring as your own observatory attached to your house that could be realized working a normal job... they bought their house for 40k, built that observatory for 4k and then they turn around and sell it to the youth today for millions and wonder why not many are interested