You lasted until Windows 7? I'm guessing you didn't have to deal with Windows Vista's bs then. I changed ship thanks to Vista.
I also suffered Windows Me, but I was too young and at that time I didn't know there was an alternative.
I dual booted Vista/7 and Ubuntu/Mint for a while but after not using Windows in years ended removing it completely. Now I'm a happy ~~Antergos~~ Arch user ¯\_(ツ)_/¯
I've been using Pinchflat for a while and so far it's been great for me. It can automatically rescan the channel or playlist on a defined time (like every day or every week), and download new videos. It uses yt-dlp so you can configure all the parameters you want it to use for the download
I know, bit Snikket still uses ports 80/443 for its web interface and group file sharing service. It even has a page for Reverse Proxy configuration, but it doesn't include Traefik and the configuration is non-trivial
I've tried to install it on my VPS behind Traefik but couldn't get it working. ¯\_(ツ)_/¯
Luckily you don't need Window$. You can install Edge on your Linux distro of choice! Will it then show warnings telling you Edge is the bestest browser when you use it to search for another browser? Who knows, why not try it and find out??? Please someone use Edge on Linux, Micro$oft is now a friend of Linux
Ackshually the social network you're mentioning has changed its name so instead of "Tweets" they should be "Xeets" (like sheets por shits if you prefer).
!I love how people refuse to use its new name!<
Thomas the bomb train
Self hosting doesn't mean you should host everything yourself at home, using a VPS you manage (so the data inside it is still yours) is also a viable option for selfhosting. I myself host some services at home and a few others in a VPS.
As for Dyndns, I've used a few providers over the years. DuckDNS is the one I've been using for 5 years or so and it's not failed me once. Pretty happy with it.
Maybe you could have a duckdns pointing to your dynamic IP and your domains / subdomains with a CNAME pointing to the dyndns address?