Toles wrote for
The Buffalo Courier-Express,
The Buffalo News and
The Washington Post. He left
The Buffalo News in 2002, accepting an offer from
The Washington Post to replace their cartoonist
Herblock, and is under contract by
Universal Press Syndicate. Part of his acceptance of his new job required him to give up his United Feature-distributed daily and Sunday cartoon panel
Randolph Itch 2 AM, a cartoon based on Toles' thoughts while battling insomnia. Toles was replaced at the
Buffalo News by
Adam Zyglis. Toles' cartoons appeared in more than 200 newspapers throughout the country. He received the
National Cartoonist Society Editorial Cartoon Award for 2003 and the
Herblock Prize for 2011. In 2016, he co-authored with
Michael E. Mann The Madhouse Effect, describing the
global warming controversy. On October 30, 2020, Toles retired from political cartooning after serving 18 years as a Washington Post political cartoonist. In his last political cartoon of his career, titled
Tom Toles’s final cartoon, he advocated for voting against
Donald Trump in the
2020 United States presidential election, warned about
climate change and the disruptive power of
artificial intelligence. ==Personal life==