> on a device that I trust

How would you accomplish this part?

Go to a library, or Best Buy or the Apple store in the mall and use their computer.

"It's 15 years later none of those things exist, people never leave their house, and all deliveries are by robots, and people interact by AR."

(Yikes....)

But all your devices stopped working back in 2027 when <insert plausible reason>.

Good chance it will be related to encryption (assuming big sites like Google continue backwards compatibility with modern JavaScript for a long time). "This site no longer supports clients connecting over TLS 1.2" or something like that in 2035? Might we have post-quantum TLS by then?