2025
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 COVER OF THE YEAR
The Atlantic
October 2024 Issue
Justin Metz, Illustrator
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2024
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 COVER OF THE YEAR
Entertainment Weekly
“A Marvelous Pair," April 11, 2023
Patrick Gomez, Editor in Chief
Chuck Kerr, Art Director
Alison Wild, Photography Editor
Kristen Harding and Alison Wild, Photographers
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2023
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 COVER OF THE YEAR
New York
“The Pleasures of Outdoor Dining,” October 24–November 6, 2022
David Haskell, Editor in Chief
Thomas Alberty, Designer
Jody Quon, Photography Editor
Beth Sacca, Photographer
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2022
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 COVER OF THE YEAR
New York
"The Lunacy of Text-Based Therapy," March 29-April 11, 2021
David Haskell, Editor in Chief
Pablo Rochat, Illustrator
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2021
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COVER OF THE YEAR
The New Yorker
"Say Their Names," June 22
David Remnick, Editor
Kadir Nelson, Illustrator
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2020
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COVER OF THE YEAR
New York
“Impeachment Season Begins,” October 14–27
David Haskell, Editor in Chief
Tom Alberty, Designer
Joe Darrow, Illustrator
View 2020 Winners and Finalists Gallery
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2019
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COVER OF THE YEAR
TIME
"Her Lasting Impact," October 15
D.W. Pine, Designer
John Mavroudis, Illustrator
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2018
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COVER OF THE YEAR
The New Yorker
"Blowhard," August 28
David Plunkert, Illustrator
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2017
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COVER OF THE YEAR
TIME
"Total Meltdown," October 24
D.W. Pine, Creative Director
Edel Rodriguez, Illustrator
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2016
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COVER OF THE YEAR
Vanity Fair
"Call Me Caitlyn," July
Chris Dixon, Designer
Annie Leibovitz, Photographer
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2015
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WINNER
The New Yorker
"Broken Arch," December 8
By Bob Staake
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2014
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 COVER OF THE YEAR
Boston
"We Will Finish the Race," May
Photographed by Mitch Feinberg
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2013
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 COVER OF THE YEAR
New York
"The City and the Storm," November 12
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2012
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 COVER OF THE YEAR
New York
"Is She Just Too Old for This?," October 3
Photographs by Danny Kim
Photo-Illustration by Darrow
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2010
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 COVER OF THE YEAR
Harper's BAZAAR
December (Subscriber Edition)
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2009
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 COVER OF THE YEAR
Rolling Stone
July 10-24
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2008
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 COVER OF THE YEAR
New York
March 24
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2007
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 COVER OF THE YEAR
The New Yorker
September 11
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2006
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COVER OF THE YEAR 
The New Yorker
"Flood in the Oval Office," September 19
View the 2006 Winners and Finalists Gallery
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