As depicted in his 1910 book, African Game Trails; An Account of the African Wanderings of an American Hunter-Naturalist, former President Teddy Roosevelt and his son Kermit traveled to eastern Africa for a hunting trip in 1909, killing 512 animals in total. Amongst the 512 killed: 17 lions, 3 leopards, 7 cheetahs, 9 hyenas, 8 hippopotami, 11 elephants, 10 buffalo, 11 black rhino, 9 white rhino, 29 zebras, 9 black and white monkeys, 29 zebras, 2 ostriches, 4 crocodiles, 4 pythons, 9 giraffe, and 43 various birds.
However, as Vox points out, Roosevelt's safari was actually considered a conservation mission, officially labeled as the Smithsonian-Roosevelt African Expedition as many of the animals Roosevelt killed were donated to the Smithsonian or scientists.
"Kermit and I kept about a dozen trophies for ourselves; otherwise we shot nothing that was not used either as a museum specimen or for meat...the mere size of the bag indicates little as to a man's prowess as a hunter, and almost nothing as to the interest or value of his achievement."
Roosevelt also wrote that "game butchery is as objectionable as any other form of wanton cruelty or barbarity." His safari, even though it had a massive tally, arguably helped improve knowledge about a continent and animals that remained mysterious to many Americans. Just as some hunters fund conservation efforts today, Roosevelt's hunt was meant to promote the natural world and science.
But this doesn't mean Roosevelt didn't enjoy hunting down his game, even writing that few careers like elephant poachers' are "more adventurous, or more fraught with more peril."