The web is 25+ years old, but I think its golden era will be in the future. The giant silo systems we have now I expect will turn out to be early failures at producing a habitable information space for the majority of the populace.

In R&D there's a saying: "expect to throw one away". That is, your first prototype will work badly, but hopefully you learn from it and the next iteration is better.

In the future I expect a more mixed network space containing decentralized and distributed systems. Facebook will become like MySpace is now, still in existence but a sideshow.