iTunes 12.8.2.3 and iPods

Anyone out there still using an iPod?

I finally updated my iTunes Library after ignoring it for a really long time. Now I'm trying to sync it all to my iPod(yes I'm still using one). When I used to travel, there were times when I had no connection and therefore couldn't listen to anything. So my iPod works great in these situations and I really love having everything on a device rather than all on the Cloud.

Here is what's in my iTunes Library as of right now:

My iPod can hold way more than this. But I just finished syncing it and not even half made it:

Here's my settings for the iPod:

The OS is 10.12.6 Sierra because I'm on a Mac Pro (Mid 2012), 3.2 GHz Quad-Core Intel Xeon, 32 GB 1066 MHz DDR3, with the original ATI Radeon HD 5770 1024 MB.

We're going to turn this machine into a server once my new Mac Mini and 13" Macbook Pro arrive.

Thanks for any help with this issue.