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No need for the full /tech/ autism experience. A user can learn general security and privacy measures without migrating to linux if he chooses not to, and remember that a truly knowledgeable user can operate any OS without compromises.
Using windows is fine as long as you disable telemetry and other spyware by following any of the guides online, and try to avoid using windows 10, any earlier version would be miles better. Install a good firewall and antivirus, buy or pirate a sandbox program like Sandboxie for running suspicious programs in isolation, and opt for using open source programs whenever you can. A good alternative to a sandbox program is a virtualization program such as VirtualBox, you can install a separate Windows version in it, disconnect it from the internet, and use it for running programs.
Avoid using Google or any of its services (Gmail, Drive, Youtube...etc), at least not directly. There are multiple good alternatives to Drive such as MEGA and the Pomf clones, as for Youtube you can access it in a privacy-respecting manner using a service like invidio.us, which delivers Youtube videos but without tracking or ads. You can also use Google search in a similar method through startpage.com. Use temporary email addresses to register on websites that require registration, such as temp-mail.org and 10minutemail.com. Disable cookies in your browser or at least set them to "clear on exit", and if you wanna take it a step further disable Javascript.
In case you want to start building your own webpages, learn languages like HTML and CSS. You might also want to learn Javascript but keep in mind that it can be exploited and a good portion of security-aware users disable it on their browsers. For dynamic webpages (i.e. pages that use databases and regularly pull information from a server) you'll need to learn other appropriate languages such as PHP and SQL.
That should be enough for starters.