![Jonathan Richman vs. They Might Be Giants: Head 2 Head No. 30 (2025) [📷: Brent Faulkner / The Musical Hype; Rounder, They Might Be Giants; Israel Torres, KoolShooters, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels; AcatXIo from Pixabay]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/08/jonathan-richman-vs-they-might-be-giants-head-2-head-30-2025.jpg?resize=360%2C240&ssl=1)
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Jonathan Richman vs. They Might Be Giants | Head 2 Head
In the 30th edition of Head 2 Head (2025), Jonathan Richman and They Might Be Giants contend for the best rendition of “I Was Dancing in the Lesbian Bar.”
![The Cranberries vs. ILLENIUM: Head 2 Head No. 29 (2025) [📷: Brent Faulkner / The Musical Hype; Illenium LLC, UMG Recordings, Warner; Israel Torres, KoolShooters, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels; AcatXIo from Pixabay]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/07/the-cranberries-vs-illenium-head-2-head-29-2025.jpg?resize=360%2C240&ssl=1)
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The Cranberries vs. ILLENIUM | Head 2 Head
In the 29th edition of Head 2 Head (2025), The Cranberries and ILLENIUM contend for the best rendition of “Zombie.”
![Blondie vs. Miley Cyrus: Head 2 Head No. 28 (2025) [📷: Brent Faulkner / The Musical Hype; Blondie Music, Inc., RCA; Israel Torres, KoolShooters, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels; AcatXIo from Pixabay]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/07/blondie-vs-miley-cyrus-head-2-head-28-2025.jpg?resize=360%2C240&ssl=1)
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Blondie vs. Miley Cyrus | Head 2 Head
In the 28th edition of Head 2 Head (2025), Blondie and Miley Cyrus contend for the best rendition of “Heart of Glass.”
![Kim Carnes vs. JoJo Siwa: Head 2 Head No. 27 (2025) [📷: Brent Faulkner / The Musical Hype; Capitol, JoJo Siwa; Israel Torres, KoolShooters, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels; AcatXIo from Pixabay]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/07/kim-carnes-vs-jojo-siwa-head-2-head-27-2025.jpg?resize=360%2C240&ssl=1)
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Kim Carnes vs. JoJo Siwa | Head 2 Head
In the 27th edition of Head 2 Head (2025), Kim Carnes and JoJo Siwa contend for the best rendition of “Bette Davis Eyes.”
![Michael Jackson vs. Alien Ant Farm: Head 2 Head No. 26 (2025) [📷: Brent Faulkner / The Musical Hype; MJJ Productions Inc., SKG Music L.L.C.; Israel Torres, KoolShooters, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels; AcatXIo from Pixabay]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/07/michael-jackson-vs-alien-ant-farm-head-2-head-26-2025.jpg?resize=360%2C240&ssl=1)
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Michael Jackson vs. Alien Ant Farm | Head 2 Head
In the 26th edition of Head 2 Head (2025), Michael Jackson and Alien Ant Farm contend for the best rendition of “Smooth Criminal.”
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Bull Moose Jackson vs. Aerosmith | Head 2 Head
In the 25th edition of Head 2 Head (2025), Bull Moose Jackson and Aerosmith contend for the best rendition of “Big Ten Inch Record.”
![Howlin’ Wolf vs. The Doors: Head 2 Head No. 24 (2025) [📷: Brent Faulkner / The Musical Hype; Elektra Entertainment, UMG Recordings, Inc.; Israel Torres, KoolShooters, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels; AcatXIo from Pixabay]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/06/howlin-wolf-vs-the-doors-head-2-head-24-2025.jpg?resize=360%2C240&ssl=1)
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Howlin’ Wolf vs. The Doors | Head 2 Head
In the 24th edition of Head 2 Head (2025), Howlin’ Wolf and The Doors contend for the best rendition of “Back Door Man.”
![PINK GUY vs. Dilfton: Head 2 Head No. 23 (2025) [📷: Brent Faulkner / The Musical Hype; Dilfton, George Miller; Israel Torres, KoolShooters, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels; AcatXIo from Pixabay]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/06/pink-guy-vs-dilfton-head-2-head-23-2025.jpg?resize=360%2C240&ssl=1)
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PINK GUY vs. Dilfton | Head 2 Head
In the 23rd edition of Head 2 Head (2025), PINK GUY and Dilfton contend for the best rendition of “Anal Beads.”
![Latimore vs. O.V. Wright: Head 2 Head No. 22 (2025) [📷: Brent Faulkner / The Musical Hype; Fat Possum, Henry Stone Music, Hi; Israel Torres, KoolShooters, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels; AcatXIo from Pixabay]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/06/latimore-vs-o-v-wright-head-2-head-22-2025.jpg?resize=360%2C240&ssl=1)
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Latimore vs. O.V. Wright | Head 2 Head
In the 22nd edition of Head 2 Head (2025), Latimore and O.V. Wright contend for the best rendition of “Let’s Straighten It Out.”
![Ernie Hines vs. John Legend & The Roots: Head 2 Head No. 21 (2025) [📷: Brent Faulkner / The Musical Hype; Concord Music Group, Inc., Getting Out Our Dreams, Sony Music Entertainment; Israel Torres, KoolShooters, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels; AcatXIo from Pixabay]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/06/ernie-hines-vs-john-legend-the-roots-head-2-head-21-2025.jpg?resize=360%2C240&ssl=1)
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Ernie Hines vs. John Legend & The Roots | Head 2 Head
In the 21st edition of Head 2 Head (2025), Ernie Hines and John Legend & The Roots contend for the best rendition of “Our Generation.”
![Nine Days vs. JORDY: Head 2 Head No. 20 (2025) [📷: Brent Faulkner / The Musical Hype; 300 Entertainment, Sony Music Entertainment Inc.; Israel Torres, KoolShooters, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels; AcatXIo from Pixabay]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/05/nine-days-vs-jordy-head-2-head-20-2025.jpg?resize=360%2C240&ssl=1)
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Nine Days vs. JORDY | Head 2 Head
In the 20th edition of Head 2 Head (2025), Nine Days and JORDY contend for the best rendition of “Absolutely (Story of a Girl)” / “Story of a Boy.”
![Frankie Valli vs. Lauryn Hill: Head 2 Head No. 19 (2025) [📷: Brent Faulkner / The Musical Hype; Bob Gaudio, Bob Gaudio & Frankie Valli d/b/a The 4 Seasons Partnership, by arrangement with Warner Special Products /Ruffhouse; Israel Torres, KoolShooters, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/05/frankie-valli-vs-lauryn-hill-head-2-head-19-2025.jpg?resize=360%2C240&ssl=1)
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Frankie Valli vs. Lauryn Hill | Head 2 Head
In the 19th edition of Head 2 Head (2025), Frankie Valli and Lauryn Hill contend for the best rendition of “Can’t Take My Eyes Off You.”