• announce it some weeks early so communities have time to organize
• don’t do it on August, many people on vacation.

Not related to selfhosted but OK.

Don’t know about such software for Windows, but if you run Windows on a virtual machine on Linux, like virt-manager/libvirt you can add the USB as a local SSD.
Virt-manager isn’t the most user friendly, but have a lot of features

I only use PiHole for a couple of months, it wasn’t easy to setup something that worked on my LAN and over internet. Initially I used OpenVPN but was hard to use it with profiles to identify the devices.

Than a tried AdGuard Home, and use it with DoH/DoT server was very simple, and can easily use any profile for each device on LAN or DoH/DoT server.
Can easily search logs and block/allow for each device.

Give it a try, and use it for a couple days.

You can also send mails from gmail to yahoo with registering on yahoo.

That’s how internet was born, people are just rediscovering that platforms don’t need to be controlled by one single company

https://github.com/krateng/maloja
Demo: https://maloja.krateng.ch/