So I've seen this problem before, and I've tried the solutions and it hasn't worked.
I add my local files to a playlist and then download it. Then I go on my phone (iOS) and download the playlist, yet the songs do not show up. I tried to find the "offline mode", and I can't find it. Please help.
Welcome to the Community and thanks for reaching about this.
We suggest keeping the app updated to its latest version to ensure optimal performance. It's well worth running a clean reinstall by following these steps on your devices and make sure to download the app again from the Microsoft Store on your PC.
Also, take a look at the steps and recommendations you'll find in this article about Local files.
Keep us posted on how it goes 🙂
Help others find this answer and click "Accept as Solution".
If you appreciate my answer, maybe give me a Like.
“Music acts like a magic key, to which the most tightly closed heart opens.”– Maria von Trapp