Initial setup takes some skill (installing software) but after that it's dead simple.
1. Install a media player that supports Youtube-DL; most mpv-based players (like SMPlayer/SMTube) support this.
2. Install an "open in MPV" browser addon.
3. Just dump all your music in your Music folder and open the media player in that folder.
Now you can list tracks and sort them, and you can open a Youtube/Soundcloud/etc link to stream. No need to sign up for a service, manage a username/password, etc.
Plus, you can use an SMPlayer skin that hides everything except the controls you want.
Just click a desktop shortcut then play/pause/shuffle. If you know the controls on a boom-box or remote, all you'll have to learn is sorting.