Cannot Add Playlist from Mac to iPod Touch 6th Generation

I have a specific playlist on my MacBook Pro's Apple Music that for some reason cannot be added to my iPod Touch 6th Generation.

Context:

I used to have an old iPod touch, but recent purchased an iPod Touch 6th generation to replace it. I restored this new iPod Touch using a backup of my old iPod Touch, thinking it would transfer my playlists over. On my old iPod Touch, I had it set so I would manually manage the music and playlists that would appear on the device, rather than automatically download the entire library (I share the library with family and I don't necessarily want all of their songs on my iPod). I mainly want the ability to download this specific playlist on my iPod, so I can listen to it even when I'm not connected to Wifi. MANY other playlists have appeared on the iPod for offline download, but this one specific playlist has not.

Things I've Tried To Do In Music App on Mac:

In the Music App on Mac, if I open my iPod it shows a like, general list of all music, not separated into Playlists or anything like that. There is a drop down menu at the bottom that says "Autofill from:", and there it shows a list of all of the playlists on my Mac, INCLUDING the playlist I wish to add. When I select that playlist and hit the "Autofill" button, Finder pops up (Why is finder involved in any of this) and gives me the following error message: "Songs cannot be added to the iPod “[My iPod's Name]” because no songs in the playlist “[Name of Playlist I Want to Add]” can be copied to this iPod." How's that for circular logic? You can't add songs to this iPod because you can't add songs to this iPod? Unfortunately doesn't help me narrow down the issue... Although to be fair, I'm not even sure what Autofilling does or if that is even what I want to do here, it was just the only place I could find my playlist "on" my iPod. I also tried to drag the entire playlist to the iPod, no dice.

Things I've tried to do in Finder:

On this new iPod though, when I go to the "Music" tab it no longer gives me the option to manually add songs. Instead, it says my iPod is "using Cloud Music Library" and "You can play and download songs on all your devices. To sync music from this Mac, turn off Cloud Music Library." I'm not sure I know how to do that, and what the implications of doing that would be?

I went into Sync settings on this iPod, thinking the option to "turn off Cloud Music Library" may be there. I selected the "Manually manage music, movies, and TV shows" box, thinking it would fix the issue. But when I go back to the music screen, it still gives me the same "To sync music from this Mac, turn off Cloud Music Library" message.

Please help, this is driving me BANANAS!