For your Squeezebox, you could get a good quality DAC, like an Ayre Codex for a bit more than $1k, or a Schiit Bifrost Multibit for $400 (both used).
Or, you can buy a Bluesound Node or Node 2.
The Bluesound has a decent (not great DAC), but it is inexpensive and it streams well, and you can add a better DAC if you should like in the future.
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