I think in terms of cultural exchange of ideas and the enjoyment of being on the internet, 2005-2015 or so was probably the best. The barrier to entry was lowered to where almost anyone could make a meme or post a picture or upload a video or write a blog post or even a microblog post or forum comment of a single sentence and it might go viral through the power of word of mouth.

Then when there was enough value in going viral people started gaming for that as a measure of success, so that it no longer was a reliable metric for quality.

But plenty of things are now better. I think maps and directions are better with a smartphone. Access to music and movies is better than ever. It’s nice to be able to seamlessly video chat with friends and family. There’s real utility there, even if you sometimes have to work around things that aren’t ideal.