This paper discusses the cultural transitioning process that immigrants undergo in order to attain educational, occupational, and social integration within Canadian society. Results of this phenomenological study examining 31 Jewish immigrants from Argentina, Israel, France and the Former Soviet Union, reveal that lack of educational equivalency and lack of recognition of foreign work experience, language barriers, discrimination, insider/outsider sentiments and the structure of the community were common impediments to cultural transitioning. However, findings suggest that despite a common religious identity, immigrants' ethnic identities and expectations lead to divergent cultural transitioning experiences.