Method(s) for synching or exporting playlists and tracks for Sony NW-A105 and/or other Android DAPs?

I ran a search for exporting playlists and tracks, but the topics were all several years old so…

I recently purchased a Sony NW-A105, the cassette animation was too good to pass up, and I’d like to sync or at least export tracks and playlists to it.

I’m running MacOS for my Roon server and clients. The Roon server is syncing with iTunes for ease of use with my iPhone/iPad. Roon also monitors additional directories where I store the hi-res formats iTunes doesn’t like.

Any hints, tricks, or additional software that make the process easier will be greatly appreciated.