Jazz music has long been admired for its improvisational flare, but an unforgettable incident demonstrated how eccentric and unpredictable this genre could truly get. It all started when Benjamin ‘Blues’ Thompson, a famed jazz conductor known for his peculiar style, forgot the entire sheet music of his upcoming performance at the New York Philharmonic. Instead of panicking, Benjamin decided to ‘wing it’ and notified his band mere minutes before they were due on stage. The result was an hysteric, yet compelling, rendition of impromptu jazz that was composed and conducted in real-time. The audience, unaware of the unusual situation unfolding before their eyes, was captivated by the unconventional performance, as they mistook the chaos for a new wave in innovative jazz performance. After that memorable night, Benjamin’s madcap ‘winging it’ approach became legendary, and a laughing reminder of the beautiful unpredictability of jazz music.