4./ Since neither Jersey nor Guernsey are ICAO "Contracting States", it is interesting to note that you insist on that status to recognise Licences and Ratings issued only by them. Presumably based on that you would not recognise licences and ratings for pilots holding licences, for example, from the Netherland Antilles (Aruba) or Bermuda?
Strange question. Licences not issued by a contracting state would not benefit the rights granted under the Chicago Convention and would be virtually useless for international operations. In any case all but six or so states are signatories to the Chicago Convention so this is hardly going to be an issue.
While neither Jersey nor Guernsey are contracting states (nor are they entitled to become contracting states as they are not states ) they are, like Bermuda, covered by the UK's ratification of the Chicago Convention. Aircraft registers in the UK Crown Dependencies and Overseas Territories operate as sub-sets of the UK register and benefit from the rights that the UK has under the Convention. They also have to comply with the obligations that the Convention places on the UK. A similar situation exists with Aruba which is part of the Kingdom of the Netherlands and is covered by its ratification of the Convention.
I don't know about Aruba but Bermuda does not issue licences, rather it validates licences issued by other contracting states.