The Vince Guaraldi Trio – A Charlie Brown Christmas (1965) and Peanuts Greatest Hits (2015)

As one of the most acclaimed and beloved Christmas albums of all time, jazz pianist Vince Guaraldi mixed childlike wonder and post modern sophistication together for his soundtrack of the classic holiday special “A Charlie Brown Christmas.” A look at the special relationship between Vince Guaraldi and the world of Charles Schulz’ “Peanuts,” and how he created the perfect soundscape, as well as modern holiday classics, for Charlie Brown, Snoopy and all their friends. Extra: “Cast Your Fate to the Wind,” “Linus and Lucy,” “Little Birdie” and the problematic “Christmastime is Here” sessions.

The Pogues – If I Should Fall From Grace with God (1988)

“Fairytale of New York,” by The Pogues has become the favorite Christmas song for people who hate Christmas songs. A duet between lead singer Shane McGowan and singer/songwriter Kirsty MacColl, its equally beloved and controversial for its combative delivery and blunt lyrics. But while her voice has become iconic for her important part in the song, Kirsty MacColl’s story seems to be overlooked by the audiences who play this favorite each year. We look at the life and career of Kirsty MacColl, and the heroic sacrifice that took her life during a Christmas holiday in 2000. Bonus: How Kirsty MacColl helped Tracy Ullman hit the top of the charts!

Gladys Knight and the Pips – The Greatest Hits of Gladys Knight and the Pips (1981)

One of the greatest soul groups in the history of American Music, Gladys Knight and the Pips have had 22 hit singles on the Billboard top 20 between 1961 and 1989.. However, while Gladys Knight rose to the front as “The Empress of Soul,” The Pips were far more than just a back up vocal group. We explore the questions “What is a Pip” with a look at the origins and early struggles of the group, and how a crooked producer tried to steal the profits from their first number one single, “Every Beat of My Heart” which led The Pips to officially change their name to Gladys Knight and the Pips.

Scott McKenzie – The Voice of Scott McKenzie (1967)

In 1967 reluctant singer Scott McKenzie had one of the biggest hits of the era with “San Fransisco (Be Sure to Wear Flowers in Your Hair,” which became both an anthem for the entire “flower power” movement, and inspired thousands of wayward youth to migrate to California. However, despite its success, Scott McKenzie managed to get lost in the shuffle of the Summer of Love. A look at the origins of “San Fransisco (Be Sure to Wear Flowers in Your Hair)” and the voice of Scott McKenzie. Extra: How the Montery Pop Festival gave birth to “San Fransisco,” and Scott McKenzie’s life long friendship with “Papa” John Phillips.

The Mugwumps – The Mugwumps (1967)

Immortalized with their mention in the hit song “Creeque Alley,” more people have heard of The Mugwumps than have actually heard thier music. In 1964 Denny Doherty, Zal Yanovsky, Cass Elliott and Jim Hendricks, four musicians from recently defunct folk bands, joined forces to become The Mugwumps. In five short months they would form, record an album, have John Sebastian join the group and then break up before going their separate ways to super stardom. A look at the short but important life of one of the 1960’s best curiosities.

Arthur Brown – The Crazy World of Arthur Brown (1968)

In 1968 performance artist Arthur Brown brought his Faustian nightmare journey through hell to music audiences via his album “The Crazy World of Arthur Brown” and became the godfather of “shock rock.” Through his high pitched wails and the helmet that shot flames from his head, Brown would be considered a “one hit wonder,” but changed the face of rock performance forever. A look at the career of “The God of Hellfire,” the birth of shock rock and Arthur Brown’s continuing influence on the rock n’ roll landscape today.

Roy Orbison – At the Rock House (1961)

In 1956 Roy Orbison and his band, The Teen Kings, arrived at Sun Records in Memphis, Tennessee to recut their record “Ooby Dooby.” However, despite being signed by Sam Phillips, Roy would find himself floundering at the legendary label and wouldn’t find chart success until 1961 and at a different label. Why did it take Roy Orbison so long to make it, and how did Sam Phillips allow Roy Orbison to slip through his fingers? A look at Roy Orbison at Sun Records.

Sonny and Cher – The Wondrous World of Sonny and Cher (1966)

After getting thrown out of a Hollywood restaurant in 1965, a fed up Sono Bono wrote an emotional manifesto titled “Laugh at Me,” which became his only hit record, A look at “Laugh at Me,” Sonny’s fight for respect, and why he allowed the laughter to continue through the 1970’s and beyond. Extra: The lasting legacy of Sonny and Cher, and Chaz Bono’s attempt to reinvent “Laugh at Me” as a transgender anthem.