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I don't suppose you've tried the "DJ" feature? It's usually pretty good for me, but of course your mileage may vary.
I've run into the same problem of the shuffle (and "smart" shuffle) just plays the exact same thing all the time, even in a playlist with thousands of songs. Tried out YouTube music for a while, and it's not much better. So I'll be interested in what others say here.
The best one for me a long time ago was Pandora - for some reason I was under the impression they weren't around anymore, but it looks like they are. But, I don't know if they are still as great as they were back then.
I was enjoying the DJ feature until it started cramming in top 40 shite into my mix that doesn’t even come close to resembling anything I would ever listen to. And not just one song - usually three or four in a row. I used to love Pandora’s shuffle play feature but it’s no longer available in my country.