I'm not sure I would trust a sailor named Shipwreck. Sure, it's kind of a cool name, but when you really think about it, it doesn't inspire confidence. Thankfully, Shipwreck is more often shown flying a plane or driving some land vehicle, so I guess it's okay after all.
Recently though, when re-watching the cartoons, I found myself liking him more. Of course, his major role in the two part "There's No Place Like Springfield" story helped there.
For Shipwreck, I used the Heroclix Peter Parker and used green stuff to add his hat. If you look closely, you can see my attempt to make his tattoo. It's vaguely anchor-shaped.
I didn't make Polly though. No one needs that...