Yeah, I can see it. Put yourself in the place of a lot of people--no job, no hope, the threat of automation taking what few jobs they could hope for (whether or not that threat is real doesn't prevent the impression), and then looking back at a time where there seems to have been lots of jobs for everyone, they could have bought a house and been a valued member of society.
Internet? Meh. It's nice, but before the internet, there was TV and video games. Before then there was radio and board games. Before then the cinema and books, and before then plays. Sport as always existed. If we didn't know it, we wouldn't miss it.
If I was born a generation back, I could have picked up an apprenticeship easily (we had BIG employers in our town), or there was free University. I likely would have got married sooner
And had more kids
Although my son probably wouldn't have had any of the intervention he's needed
and my wife probably would either have comitted suicide or be dosed up on antidepressants, which seems kind of negative, too. But both of those negatives are small-probability events, that would only be true of a small proportion of people.
So, not only would there be people
thinking they'd be happier born a generation earlier, a lot of them could well be right.