The Wire is a lil too fresh in everyone's mind right now.
Entourage is a totally different kind of show, it doesn't try to be as deep as the Wire. That said it does go pretty deep into the film industry andit's refreshing and interesting to have the point of view of industry insiders willing to put stuff out there. The writers are big fans of film history andthat's evident because a lot of themes and events on the show reference, copy or mention classic cinema. The show has a message but it's popularitycomes from it's appeal as being a fun show, which it is to the fullest.
Also helps that it has very colorful and unique characters. I'd say its safely in my top 10 comedies.