The big difference between WinAmp versus the current state is content availability. While I believe WinAmp is much better than Amazon Music, my WinAmp was full

The big difference between WinAmp versus the current state is content availability. While I believe WinAmp is much better than Amazon Music, my WinAmp was full of "questionable content" whilst I have no anxiety around using a streaming service. The problem that I have with Amazon Music isn't the occasional need to restart the tab, but the lack of selection which my wife needs as part of the They Might Be Giants fan club which sends her stuff which isn't available on Amazon Music. I used to be able to upload it until they removed it. Sonos's software integration with my NAS was lack-luster with a surprising number of issues of "why isn't song X on it?!" My goal prior to my wife's next birthday is to setup a myalexamedia on a VM/S3 which I can turn on/off quickly to save pennies! Content and integration with either my Alexa speakers or Sonos are what is making quality an issue.