Time Out by The Dave Brubeck

In contrast to the wild free jazz of John Coltrane and Ornette Coleman from around this time, this is a measured and precise experiment with unusual time signatures played on the piano by Dave Brubeck while the alto sax of Paul Desmond swoops around like a big swoopy thing. Anyone listening to this is guaranteed to immediately become 100% cooler although wearing dark suits and spectacles may be a side effect.

https://album.link/i/193085545