OP described the trumpet player in Gallery Place as “next level,” not “repeatedly playing the opening lines to the Sanford and Sons theme and La Cucaracha and somehow screwing them both up a new way each play through,” which rules out the Trumpet Man of NoMa. Trumpet Man has posted up outside of my apartment for years and is loathed by everyone I know in this building. His repertoire doesn’t change, and he hasn’t gotten better. He just plays the same few snippets of the same few songs for hours on end. Thankfully, he started moving around somewhat, so now it’s at least only a weekly occurrence instead of the hours seemingly every day of blaring terribleness.