Jack Dorsey has regrets about building Twitter
I think the nostalgia is really rooted in the fact that there was a stronger filter for who was on the Internet back then. You had to be willing to put in more time, you had to understand more things, it was harder to use. You were much more likely to be a tech enthusiast or an academic if you were on the Internet even up until ~2008. I feel like smartphones are the real September that never ended, and social media just lowered the barrier further. People were blogging before that but even setting up a blog was harder than writing a Facebook post or a tweet.There are upsides to the new world though. That filter wasn't exclusively good. Computers were a lot more expensive. Poorer communities lacked access. People without tech savvy are often still pretty smart and have good points to make.