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If a device detects that Spotify is played somewhere else, it will stop because you aren't allowed to listen to the same account in two places at once. Being offline will prevent the device's Spotify app from detecting this.
So yes, put one device in offline mode and it should play no matter what. Remember that you are breaking Spotify's terms of service by doing this.
I'm not sure how the 3,333 track limit works exactly, because I have never had so much music in my offline playlists. I guess you can have up to 3,333 offlined tracks in each device.
You can download max. 3,333 tarcks. But if you have much long tracks, limit can be reached much faster.
The 3,333 is just in paper, in fact it may be less. Depends on how long are tracks.
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