Ziegler was, among other things, the automotive editor of The Verge, and is, by any measure, a car enthusiast. What follows is my wild speculation:
Given his experience in both tech media and automotive media, perhaps he was hired at Apple as part of the team whose responsibility it will be to construct the messaging and narrative around the unveiling of Apple's car program. As part of the secrecy around the project, he might well have been hired by one of Apple's automotive shell companies [1], thus his name not appearing in the Apple intranet.
As for his employment overlap, that sounds more like a mishandled quiet departure than anything else – Apple HR would certainly have instructed him to keep his transition low-profile, and maybe he simply screwed it up.
[1] http://www.businessinsider.com/alleged-apple-front-company-a...