*facepalm* I am really embarrassed to say that I found the problem. The path that the shortcut was looking for is C:\Program Files (x86)\VIM\vimd.exe and this is wrong. Under the Task manager it identifies as a 64 Bit Process so I put it in the 64 Bit Program Files directory, so it should be C:\Program Files\VIM\vimd.exe. For what ever reason Rocket Dock decided that the (x86) was dropped off by "accident" and was so kind as to add it back for me *rolls eyes* I guess this would be, at least for me, a good lesson to remember, software will do some crazy stuff and to think outside the nine dots.