![Britney Spears vs. Richard Thompson: Head 2 Head 🗣️ No. 40 (2023) [📷: Brent Faulkner / The Musical Hype; [📷: Brent Faulkner / The Musical Hype; Beeswing, Zomba; Hernán Toro, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2023/10/britney-spears-richard-thompson-head-2-head-40-2023.jpg?resize=360%2C240&ssl=1)
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Britney Spears vs. Richard Thompson | Head 2 Head 🗣️
In the 40th edition of Head 🗣️ 2 Head 🗣️ (2023), Britney Spears and Richard Thompson contend for the best rendition of “Oops! I Did It Again.”
![Lou Reed vs. Al Green: Head 2 Head 🗣️ No. 39 (2023) [📷: Brent Faulkner / The Musical Hype; [📷: Brent Faulkner / The Musical Hype; Fat Possum, RCA; Hernán Toro, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2023/09/lou-reed-al-green-head-2-head-39-2023.jpg?resize=360%2C240&ssl=1)
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Lou Reed vs. Al Green | Head 2 Head 🗣️
In the 39th edition of Head 🗣️ 2 Head 🗣️ (2023), Lou Reed and Al Green contend for the best rendition of “Perfect Day.”
![Bobby Womack vs. Gerald Levert: Head 2 Head 🗣️ No. 38 (2023) [📷: Brent Faulkner / The Musical Hype; [📷: Brent Faulkner / The Musical Hype; Elektra, The Right Stuff; Hernán Toro, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2023/08/bobby-womack-gerald-levert-head-2-head-38-2023.jpg?resize=360%2C240&ssl=1)
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Bobby Womack vs. Gerald Levert | Head 2 Head 🗣️
In the 38th edition of Head 🗣️ 2 Head 🗣️ (2023), Bobby Womack and Gerald Levert contend for the best rendition of “That’s The Way I Feel About ‘Cha.”
![Con Funk Shun vs. Silk Sonic: Head 2 Head 🗣️ No. 37 (2023) [📷: Brent Faulkner / The Musical Hype; [📷: Brent Faulkner / The Musical Hype; Aftermath Entertainment / Atlantic, Mercury; Hernán Toro, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2023/08/con-funk-shun-silk-sonic-head-2-head-37-2023.jpg?resize=360%2C240&ssl=1)
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Con Funk Shun vs. Silk Sonic | Head 2 Head 🗣️
In the 37th edition of Head 🗣️ 2 Head 🗣️ (2023), Con Funk Shun and Silk Sonic contend for the best rendition of “Love’s Train.”
![The Pointer Sisters vs. Harry Connick, Jr.: Head 2 Head 🗣️ No. 36 (2023) [📷: Brent Faulkner / The Musical Hype; Sony BMG Music Entertainment, UMG Recordings, Inc.; Hernán Toro, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2023/08/the-pointer-sisters-harry-connick-jr-head-2-head-36-2023.jpg?resize=360%2C240&ssl=1)
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The Pointer Sisters vs. Harry Connick, Jr. | Head 2 Head 🗣️
In the 36th edition of Head 🗣️ 2 Head 🗣️ (2023), The Pointer Sisters and Harry Connick, Jr. contend for the best rendition of “Yes We Can.”
![Laura Nyro vs. Deniece Williams: Head 2 Head 🗣️ No. 35 (2023) [📷: Brent Faulkner / The Musical Hype; [📷: Brent Faulkner / The Musical Hype; Columbia, Sony Music Entertainment; Hernán Toro, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2023/08/laura-nyro-deniece-williams-head-2-head-35-2023.jpg?resize=360%2C240&ssl=1)
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Laura Nyro vs. Deniece Williams | Head 2 Head 🗣️
In the 35th edition of Head 🗣️ 2 Head 🗣️ (2023), Laura Nyro (with LaBelle) and Deniece Williams contend for the best rendition of “It’s Gonna Take a Miracle.”
![The Dixie Cups vs. Bette Midler: Head 2 Head 🗣️ No. 34 (2023) [📷: Brent Faulkner / The Musical Hype; [📷: Brent Faulkner / The Musical Hype; Atlantic, Sun Label Group, LLC; Hernán Toro, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2023/07/the-dixie-cups-bette-midler-head-2-head-34-2023.jpg?resize=360%2C240&ssl=1)
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The Dixie Cups vs. Bette Midler | Head 2 Head 🗣️
In the 34th edition of Head 🗣️ 2 Head 🗣️ (2023), The Dixie Cups and Bette Midler contend for the best rendition of “Chapel of Love.”
![Prince vs. Sinéad O’Connor: Head 2 Head 🗣️ No. 33 (2023) [📷: Brent Faulkner / The Musical Hype; [📷: Brent Faulkner / The Musical Hype; Chrysalis, Warner; Hernán Toro, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2023/07/prince-sinead-oconnor-head-2-head-33-2023.jpg?resize=360%2C240&ssl=1)
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Prince vs. Sinéad O’Connor | Head 2 Head 🗣️
In the 33rd edition of Head 🗣️ 2 Head 🗣️ (2023), Prince and Sinéad O’Connor contend for the best rendition of “Nothing Compares 2 U.”
![Tracy Chapman vs. Luke Combs: Head 2 Head 🗣️ No. 32 (2023) [📷: Brent Faulkner / The Musical Hype; [📷: Brent Faulkner / The Musical Hype; Elektra, River House Artists LLC / Sony Music Entertainment; Hernán Toro, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2023/07/tracy-chapman-luke-combs-head-2-head-32-2023.jpg?resize=360%2C240&ssl=1)
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Tracy Chapman vs. Luke Combs | Head 2 Head 🗣️
In the 32nd edition of Head 🗣️ 2 Head 🗣️ (2023), Tracy Chapman and Luke Combs contend for the best rendition of “Fast Car.”
![Tyrone Davis vs. Alicia Keys: Head 2 Head 🗣️ No. 31 (2023) [📷: Brent Faulkner / The Musical Hype; [📷: Brent Faulkner / The Musical Hype; Columbia, RCA; Hernán Toro, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2023/08/tyrone-davis-alicia-keys-head-2-head-31-2023.jpg?resize=360%2C240&ssl=1)
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Tyrone Davis vs. Alicia Keys | Head 2 Head 🗣️
In the 31st edition of Head 🗣️ 2 Head 🗣️ (2023), Tyrone Davis (“In the Mood”) and Alicia Keys (“LALA (Unlocked)”) contend for the best record.
![Debby Boone vs. Whitney Houston: Head 2 Head 🗣️ No. 30 (2023) [📷: Brent Faulkner / The Musical Hype; Arista, Curb; Hernán Toro, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2023/07/debby-boone-whitney-houston-head-2-head-30-2023.jpg?resize=360%2C240&ssl=1)
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Debby Boone vs. Whitney Houston | Head 2 Head 🗣️
In the 30th edition of Head 🗣️ 2 Head 🗣️ (2023), Debby Boone and Whitney Houston contend for the best rendition of “You Light Up My Life.”
![Michael Jackson vs. Boyce Avenue: Head 2 Head 🗣️ No. 29 (2023) [📷: Brent Faulkner / The Musical Hype; [📷: Brent Faulkner / The Musical Hype; MJJ Productions, Peace; Hernán Toro, Los Muertos Crew, RDNE Stock project, Thomas Ronveaux from Pexels]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2023/07/michael-jackson-boyce-avenue-head-2-head-29-2023.jpg?resize=360%2C240&ssl=1)
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Michael Jackson vs. Boyce Avenue | Head 2 Head 🗣️
In the 29th edition of Head 🗣️ 2 Head 🗣️ (2023), Michael Jackson and Boyce Avenue contend for the best rendition of “Will You Be There?”