Unschooled to the rules and too gumshoe
Possibly a reference to “He Say She Say” off Food & Liquor, a melancholic song in which a young boy is abandoned by his father and withdraws from school. The young boy turned out to be none other than Michael Young History himself (what are the odds?)
In addition this can be an homage to Bob Marley’s line “Don’t let them fool ya, or even try to school ya.” He’s saying not only did he not let them school/fool him but he investigates further into the information and the way the system works. Hence the “gumshoe,” a term given to detectives.
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