Politics
The Latest Political Cartoons From Clay Bennett
By CM Chaney · February 21, 2025

Make America A Monarchy Again
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
The Nut House
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
A Different Day
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
Elon Musk & Child
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
Missing Letter Of Resignation
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
IOU
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
Move Fast And Break Things
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
Missing DEI
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
The 3 Branches
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
Beware of DOGE
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
More Likely To Cause Harm
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
The Maestro
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
The Brain-Eating Worm
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
Moment Of Silence
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
No DEI
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
Empty Carton
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
Get Out Of Jail Free
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
Walk The Line
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
Was A Nice Neighborhood
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
Presidential Pardon
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
To The 47th President
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media
Be Prepared
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media

The Cease-Fire
About Clay Bennett - A nominated finalist for the Pulitzer 6 times since 1999, Chattanooga Times Free Press cartoonist Clay Bennett won the Prize in 2002. He has also earned just about every other editorial cartoon award there is, including the Robert F. Kennedy Journalism Award, the John Fischetti Editorial Cartoon Competition, the Overseas Press Club's Thomas Nast Award, the National Headliner Award, the Society of Professional Journalists' Sigma Delta Chi Award, the National Journalism Award from the Scripps Howard Foundation, and the National Cartoonists Society Division Award for Best Editorial Cartoons. Bennett was also named Editorial Cartoonist of the Year by Editor & Publisher magazine in 2001. CounterPoint Media