Complex sentence: The name TooSmooth was inspired by an administrator from his high school, by him getting in trouble often William would "Smooth Talk His Way Out of Trouble" (said TooSmooth) so the name stuck.
Split into simpler sentences: The name TooSmooth was inspired by an administrator from his high school. William got in trouble so often; he would attempt to "Smooth Talk His Way Out of Trouble" (said TooSmooth), so the name stuck.