027 Woody

Woody is a pirate captain. 

His G1 figure's got the wooden peg-leg, the eye-patch, and the tricorne hat (with a TDD version of the Jolly Roger on it). You know, the works.  

In G1, there was also a pirate crewman: Splinter.
He later became an oceanographer. 

When Woody came back in G3, he was pretty much the same pirate, but now with one more stereotypical feature: The hook hand.

Woody has a zood. He is a parrot with an eye-patch.  His name is Roscoe. 

I think the name might relate to the 1984 film The Ice Pirates.  This is a science fiction film featuring a "space pirate" named Roscoe.  I am surprised that -- since they turned Erik into a space viking and Duke into a space cowboy -- they did not also turn Woody into a space pirate.  Opportunity lost.

G4 Woody has a completely new sculpt.  It is not obvious at first, since the basic design elements are the same, but it is a full resculpt.  The least subtle difference is that the new figure has hair.  But if you look closely, you will see that the face, the boots, and even the hat are also fairly different. Overall, he was redesigned as a bit of a nod to Captain Jack Sparrow of the Pirates of the Caribbean film series which was between its 3rd and 4th films when G4 Woody came out. Captain Jack Sparrow is, of course, played by actor Johnny Depp.

Neal and Hunter also have possible links to Johnny Depp.