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Like A Boss is a catchphrase often used in image macros or GIFs that feature a person completing an action with authority and finesse. Similar to Haters Gonna Hate, the characters in the macros have an air of superiority and do not care how others perceive them. Origin
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To do something like a boss, or "with a swaggering skill," then, plays with both senses of the word: the conventional one (doing something with authority) and the slang one (and doing it extremely well). The colloquial expression appears to have originated in hip-hop.
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What Does "Like a Boss" Mean? Positive Connotations When someone says "like a boss," it can often be interpreted as a compliment. It implies that the person has done something with confidence, skill, and style. It can also suggest that the person is in control and has a sense of authority.
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