I converted my flac files to Apple Lossless (m4a) for what appears to be the same reason as you (one set of files rather than two). I also have two SB3s (and a Boom). Here's what I've noticed. To my ears on my speakers (Audio Engine 5s) I do not hear a difference. Technically, what I see happening is that a ~1000 kbps m4a file is transcoded on the server (Mac Mini) to a ~750 kbps flac file and sent to the SB3. So, unless you have extremely discriminating ears, I think you'll be fine. Make sure to back up your files before starting just in case, but it's lossless to lossless so it shouldn't be a problem.
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