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InfluxDB
Power Real-Time Data Analytics at Scale. Get real-time insights from all types of time series data with InfluxDB. Ingest, query, and analyze billions of data points in real-time with unbounded cardinality.
This is FAR from a click or two but I have wanted to do something similar. I haven't had the time to dig into this yet but I came across https://github.com/teticio/Deej-AI which is a way to train models based on your personal music library (among other sources). Ideally from this you'd be able to create Jellyfin playlists but using the Jellyfin API: https://api.jellyfin.org/#tag/Playlists
For the multi-room audio, check out snapcast. If you like it, we could try to convince the Symfonium dev to add the ability to cast music directly to snapcast, which I would love to have!