Definitely. I've been on the Dark Island for about 6-12 months now and been loving it. You definitely need to be more conscious of the apps you use and all of that (Which I already have been for like a decade at this point through the use of Linux and FreeBSD, and using more open source apps - although I still use proprietary stuff if necessary). But once you are conscious about the apps, then going offline is not as difficult. You'll know what apps you can and can't live without, what apps work without internet or not, and workarounds that can be used with certain applications. You'll also know what offline installers and other setups you'll need to back up. For example, since I've gone dark, but I still want to continue working on Cactus even after Windows 10's EOL, I've downloaded the entire Visual Studio 2022 Community Edition archive, and can install everything completely in an offline environment.