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RE: Writing Skills: The man, who is wearing blue, is my boss Vs The man who is wearing blue is my boss.
an even simpler way of still emphasizing the necessary details would be:
"My boss is the man wearing blue."
while there's nothing wrong with either of the two sentences in your title, they're really clunky and awkward (despite being grammatically correct).
often, over-complicating a sentence can lose the reader before they ever even finish the sentence. :)