1959: The Year that Changed Jazz
This BBC Four documentary examines four jazz albums released in 1959, Miles Davis's Kind of Blue, Dave Brubeck's Time Out, Charles Mingus's Mingus Ah Um, and Ornette Coleman's The Shape of Jazz to Come. Honestly, I can take or leave the latter two records, but the reverence that Davis' and Brubeck's albums receive here genuinely allows you to better understand the records.
This is just the coolest music ever made.