I just wrote a program in Python that tells me what the day's album is and what to learn each day, then set it up to auto-run when I turn on my computer by adding a shortcut of the program to my startup folder (run/shell:startup). I've set it up to read from text files where I can add or remove music and books that I want it to include. It runs in Tkinter; because the shortcut uses the .pyw extension, the console stays hidden while the program runs.
If you're interested in using this code, I've hosted it as a Gist here. Please make sure to credit me if you share this code!