How would the MAC clients talk to the file server? NFS? Samba? It doesn't really matter I guess.
Either of your initial choices is fine. Debian is fine and free (though more challenging for initial setup).
It sounds like you should get a picture of the support available to you from the vendors you've preselected and get comfortable with price/value of that offering. BE SURE to understand for how and for how-long your software updates are available from each vendor.
Surfinbox.com Business Internet Services - National Dialup, DSL, T-1 and more.
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