I believe that with your experience that you can have good chances.
In Portugal there were some previous experiences, with some australian guys, ex-Ansett that worked for AirLuxor, also Algerians ex-Kallifa Airways and Canadians ex-Canada 3000 (non Jar-fcl) that may be the best people to give you detailed informations about temporary licence in Portugal.
This could be a good idea for you. Try to search.