While modern celebrities like the Kardashians or former presidents like Barack Obama have millions of digital images, historians generally agree that Frederick Douglass, the 19th-century abolitionist and statesman, was the most photographed American of the 19th century. Douglass intentionally sought out the camera, sitting for over 160 distinct portraits during his lifetime. He viewed photography as a "democratic" tool that could challenge the racist caricatures prevalent in the mid-1800s by presenting a dignified, stern, and intellectual image of a Black man to the public. If you consider the sheer volume of images produced in the 21st century, Donald Trump is often cited as the most photographed person in terms of total raw digital files captured by media and the public. However, in terms of historical significance and the "deliberate use of the medium," Douglass remains the champion. His 2026 legacy is defined by these portraits, which continue to be studied as a masterclass in using visual media for political and social influence.