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Top Five Music Documentaries and ‘Woodstock ’99: Love, Peace, and Rage’

July 23, 2021/ 97 min/ Sean Fennessy · Rob Harvilla

Rob Harvilla joins to survey the pop-star doc and rank the genre's best, then Sean talks to Garrett Price about directing Woodstock 99: Peace, Love, and Rage.

29 films across 4 segments.

AI-generated This episode was transcribed and analyzed with AI models. The matches aren't perfect — expect the occasional misheard title or a link to the wrong film.

The pop-star documentary, surveyedwith Rob Harvilla

Stop Making Sense poster

Stop Making Sense 1984

Rob's pick for a top-three concert film of all time: straight performance, no interview material at all.

Amazing Grace poster

Amazing Grace 2018

Aretha Franklin's recording sessions, shelved for decades before release; light on backstage material but you feel the room.

U2: Rattle and Hum poster

U2: Rattle and Hum 1988

U2 at their imperial-era peak, trying to be “the most American band of all time” despite not being American: “so beautiful and so corny at the same time.”

Life Is But a Dream poster

Life Is But a Dream 2013

Beyoncé's first HBO doc, years before Lemonade. She talks to her laptop, but never lets the control slip.

Katy Perry: Part of Me poster

Katy Perry: Part of Me 2012

The image that sticks: five minutes sobbing on a bed over her collapsing marriage, then up on a hydraulic lift with the smile back on for a stadium in Brazil.

Homecoming poster

Homecoming 2019

Beyoncé's Coachella film. Rob's pick for the best of the last 20 years.

Miss Americana poster

Miss Americana 2020

Taylor Swift's chosen vulnerable moment: finding out she didn't get a Grammy nomination.

20 Feet from Stardom poster

20 Feet from Stardom 2013

The Oscar-friendly move: turn the camera on the backup singers instead of the star.

Searching for Sugar Man poster

Searching for Sugar Man 2012

Same prestige lane as 20 Feet from Stardom: you didn't know about this person, but you should.

The Wrecking Crew poster

The Wrecking Crew 2008

The session musicians nobody knew by name, working in the same subculture-excavation mode the Oscars tend to reward.

Instrument poster

Instrument 1999

Referred to on air simply as “the Fugazi documentary.” Jem Cohen's film, with Ian MacKaye hanging upside down in a basketball hoop mid-song.

Tina poster

Tina 2021

Criticized for leaning too hard on the Ike Turner years at the expense of the five decades of work that followed.

Whitney poster

Whitney 2018

Well-made, but a late sexual-assault allegation makes it a much harder watch than Amy for Sean.

The Sparks Brotherswith Rob Harvilla

The Sparks Brothers poster

The Sparks Brothers 2021

Edgar Wright's profile of Russell and Ron Mael across roughly 25 albums. Maximalist by design, with animation, claymation, and archival footage from decades of European talk shows. Ron's deadpan, unchanging on-camera stare across 30 years is the thing both hosts keep coming back to.

The top five each host ranked five, worst to best; two picks overlapped

Dave Chappelle's Block Party poster
Picked by Rob Harvilla

Dave Chappelle's Block Party 2005

No. 5: Michel Gondry's film of Chappelle's 2004 Bed-Stuy block party, with Kanye West, The Roots, Erykah Badu, and a Dayton, Ohio marching band bussed in to play “Jesus Walks.”

Madonna: Truth or Dare poster
Picked by Rob Harvilla

Madonna: Truth or Dare 1991

No. 4: Where Rob locates the birth of the modern pop-star documentary. Warren Beatty, watching a doctor examine Madonna's throat on camera, asking why any of this is being filmed.

The Decline of Western Civilization poster
Picked by Rob Harvilla & Sean Fennessy

The Decline of Western Civilization 1981

No. 3 (shared). Penelope Spheeris on the early-80s L.A. punk scene: Black Flag, X, the Germs, the Circle Jerks.

The Last Waltz poster
Picked by Rob Harvilla

The Last Waltz 1978

No. 2: Scorsese's film of The Band's farewell concert, with Dylan, Neil Young, Joni Mitchell, and the Staples Singers sitting in.

Metallica: Some Kind of Monster poster
Picked by Rob Harvilla

Metallica: Some Kind of Monster 2004

No. 1: Joe Berlinger and Bruce Sinofsky catch the band mid-implosion, therapist on payroll, recording the record that became St. Anger.

Dig! poster
Picked by Sean Fennessy

Dig! 2004

No. 5: Ondi Timoner's seven-year chronicle of the Dandy Warhols and the Brian Jonestown Massacre, and Anton Newcombe's spiral in particular.

Amy poster
Picked by Sean Fennessy

Amy 2015

No. 2: Asif Kapadia's Amy Winehouse film. Sean saw one of her first U.S. shows, at Joe's Pub in New York, before Back to Black came out.

Don't Look Back poster
Picked by Sean Fennessy

Don't Look Back 1967

No. 1: D.A. Pennebaker's Dylan portrait from 1965-66, opening with the cue-card “Subterranean Homesick Blues” sequence often cited as the first music video.

In conversation

Woodstock 99: Peace, Love, and Rage poster
Garrett Price on

Woodstock 99: Peace, Love, and Rage 2021

Director Garrett Price on structuring the film as a three-act, Friday-to-Sunday descent; on power dynamics (generational, racial, gender) as its throughline; and on not wanting the on-screen nudity and assault accounts to tip into exploitation.

Also mentioned raised along the way

In passing LemonadeThe CarterFade to BlackThe Decline of Western Civilization Part III

Not films filtered out: TV, games, ads

TV Mare of Easttown

Web series Justin Bieber: Seasons

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