I still visit some web forums that has been online since the 90's. At least two still use the same ancient software that they have used since ~1995. One of those is shut down a few hours every night (US time) for "database maintenance". I find that more adorable than annoying.
Used to hate web-forums. Usability is so bad compared to USENET. But now they are goldmines of probably unique content, and far better than Discord or Facebook Groups.
but it seems you only get 1 year of updates for the $160, and then you have to pay the fee again, so even if its lifetime use you will probably want to continue to pay for security or whatever else updates.
https://forums.spacebattles.com/history/
I'm sure there are lots of niche sites that have lasted as long. Thats just off the top of my head.