There are a couple things broken in the windows cookbook when using Chef 0.10.10 due to the introduction of Win32 permission handling.
1. Win32 is not namespaced, so it may pick up Chef::Win32 instead.
2. Mode 755 doesn't make sense at all on Windows, and causes "owner" and "group" errors to occur in the package provider.
Also, the gem_package resources in the default recipe should be chef_gem, because otherwise they fail to install properly.