You make very well expressed and thought provoking arguments!
And while I can recognise myself in a lot of what you're saying, I think that us millennials are just now beginning to reach the age (28 to 42 this year, by the definition I follow) where we have some weight to affect that system from the position in it that we grew up in.
Any of us who wants to make our own space: work on a good website, start a coffee shop the way we want it, run a node in a federated social network... I feel it's not until now that any of us have had the skillset, long-term motivation and economical position to be able to do any of those things seriously. Building a better internet is what we are doing right here and now :)
To be fair, he did manage to mind read Sauron without revealing anything back, so Pippin does seem to have quite a lot of orb pondering talent.