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Currently you are able to watch "The Office - Season 2" streaming on Netflix, Amazon Prime Video, Crave, Netflix basic with Ads, Amazon Prime Video with Ads or buy it as download on Apple TV.
There are no options to watch The Office for free online today in Canada. You can select 'Free' and hit the notification bell to be notified when season is available to watch for free on streaming services and TV.
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Beginning with "The Dundies", the second season further developed into the plot of the fear of company downsizing, along with the introduction of new characters and developing some of the minor ones—especially that of Dwight Schrute. Michael Scott soon starts a relationship with his boss Jan Levenson and, Pam Beesley and Jim Halpert’s relationship become one of the focal points of the season. Their compatibility becomes more obvious as Jim’s feelings for Pam continue to grow, while she struggles with her relationship with the warehouse worker Roy Anderson.