I just listened to Bill Simmons discuss The Wire with Jason Whitlock (available on ESPN.com), and found it very enjoyable. During their conversation, Simmons mentioned Allan Seppinwall of the NY Star-Ledger. On his blog, there is a debate between him, Matt Zoller Seitz, and Andrew Johnston on the "supremecy" of The Wire (Seppinwall), Deadwood (Zoller Seitz) and Soprano's (Johnston). For me, naturally there is no doubt (The Wire all the way), but I thought the conversation interesting.
The page on Seppinwall's site:
And the conversation (audio on the page, along with a transcript):