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Mr. Douglas is Chandler's boss at the company he works in. He is shown to have a very strict and serious behavior in business as he even forced Chandler to fire an employee whom he loves, Nina Bookbinder, in The One With Two Parts, Part 1. He also appeared in The One With The Chicken Pox where he hired Joey (who started to go by his new character, Joseph) as Chandler's co-worker, even though Chandler was irritated with "Joseph" ruining his life and eventually got him to quit by threatening to have an affair with the latter's imaginary wife, Karen.

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