if he is applying from italy, therefore his application presumably will be processed at the london visa office, he is NOT eligible for an open work permit. only INLAND applicants can apply for OWP, and he will not be applying INLAND. it is a completely different application, and is not recommeneded for visa exempt applicants to apply inland at this point. as an outland applicant, yes he can enter canada as a VISITOR and can be there while his application processes. it doesn't matter where he is, italy, canada or anywhere else in the world. he is just not eligible to work in canada until he is approved for pr or a work permit initiated by an offer of employment by a canadian company.