As others have said there are a couple of options that may or may not work as Apple loves to make sure that their products only work with their software and a lot of them haven’t been updated in years.
For ease of use you can install Rockbox on a good number of iPod devices, that will allow you to drag and drop music onto the device without having to use software to load the music.
If you are wanting an even easier option, you could sell your iPod and get one of the many different Digital audio player options that use microSD cards to store the music files allowing for ease of storage upgrades, ease of moving to a new device and being OS agnostic as they show up as a USB mass storage device.
I use a Fiio M7 as my daily driver with either a set of Jade audio EW1 TWS earphones or FiiO JH3 IEM’s & I have an older Fiio X3 2gen connected up to a dock for playing music in my living room.