It is actually pretty easy to keep alive URLs if there is a will to do so. Just have tests in place so you can't mess them up accidentally. And convert things that are not changing anymore to static html. One of my first web projects involved a music forum and I have been keeping the URLs alive for 24 years now: https://www.gnoosic.com/discussion/ I feel like I owe it to the people who participated to keep it online…
Oh! So its your website. Cool.
Did the money change hands, for this bet, in 2022? How do you ensure it. Or is it honor based?