where did the phrase like a boss come from
Like a Boss "Like a Boss" premiered as a Saturday Night Live Digital Short on April 4, 2009.[1] In the song, Andy Samberg is a businessman, evidently in middle management, having a performance review. The reviewer asks him to describe the things he does in an average day, and does so for the remainder of the song in his trademark aggressive style while repeating the lyric "like a boss" after every activity.
Best boy It's unclear why this term came to be used as a job title on film sets. As OED says, "It has been suggested that it originated as a term for a master's most able apprentice, or alternatively that it was transferred from earlier use for a member of a ship's crew, but confirmatory evidence for either of these theories appears to be lacking." The earliest known appearance of the phrase in print is 1931 from the Albuquerque Journal: "Among the electricians .. the department head is the gaffer, his first assistant is the best boy."