The character Ziggy Sobotka is losely based upon a real dock worker named Pinky Bannon. Some of the things Ziggy does are based upon actual stories about Pinky, such as bringing a duck to the bar or the part where the other workers get him to punch Maui which results in his stranding on top of the stack.I also think Ziggy is a surprisingly bad character for the show insofar as 1) the actor's acting is truly bad and 2) his character is mad predictable in a way that I don't generally associate with the show, especially not a main character (for the season at least).
My friend pointed out though that even if Ziggy's weak in some ways, you still feel bad for his character and the fact that he can still generate that kind of sympathy says something. (He, in contrast, thinks Snoop from S4 is a waste of space).
To quote David Simon:
Perhaps the failing is that they tried to fit too much into the character, crushing his inevitable downfall and the resulting roll in Frank Sobotka's doom together with the stories about Pinky resulting in a somewhat cartoonish amalgam. Personally, I liked Ziggy, even though it was painful to see him so actively seek failure.marlinmania asks: I am from Maryland, and spend a lot of time in Baltimore. I am very impressed this season with the Baltimore accents from the cast. Especially Ziggy and the Police Chief. Do you select local actors, or are they training in Dundalk?
David Simon: Accents are touch and go. It isn't possible to use an actor pool of Baltimore performers only, so the actors often have only a passing sense of the Bawlmer accent. When we can do it, we do. James Ransone who plays Ziggy is a Bawlmer boy and we encouraged him to use the accent. He has, delightfully. I've known twenty characters like him, and indeed his character is based very loosely on a legendary longshoreman named Pinkie Bannion, who used to take his duck to the bar and repeatedly expose "pretty boy" and all else. As they said in Bawlmer about Pinkie: "That boy ain't right."
http://www.hbo.com/thewire/interviews/david_simon.shtml