His work has been used by publications including The Washington Post, The New Republic, The Atlantic, the Associated Press, and NPR.

[5] The following year, he photographed politicians at events organized by Rand Paul's campaign during the 2010 Senate election in Kentucky.

[2][8][9] Skidmore has also photographed Hollywood celebrities at pop culture conventions, such as Sandra Bullock, Tom Cruise, Samuel L. Jackson, Angelina Jolie, and Bruce Willis,[1] with a large percentage of Hollywood actors' Wikipedia pages sporting a photograph taken by him at said conventions.

[2][7] It is estimated that his photographs have been reposted over 1 million times,[6] and a Priceonomics study showed that he has posted nearly 40,000 photographs of presidential candidates and celebrities to Flickr since 2010, with his Flickr account being linked to over 30 million times.

[2] In addition to his Creative Commons work, Skidmore has been commissioned as a photographer by National School Choice Week, Western Journalism, the Conservative Review, and Reason magazine.