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In 2274 after the NCR reached Hoover Dam, Ulysses crossed the Colorado and was the first among the Legion to see both the Dam and the NCR - a nation great enough to challenge Caesar himself. Caesar told him to kill no other member of this profession since, in fact, many couriers were spies for the Legion as well. Thanks to his ability and his forceful personality, he quickly became an important, indispensable frumentarius of the Caesar's Legion, walking the wastes as a nondescript and unnoticeable courier. Grant, 'the man who fought during a time of two flags, and he had to make them one'. This is when he took his moniker of 'Ulysses,' alluding to Ulysses S. Vulpes Inculta's pacification of Dry Wells was a particularly painful moment for Ulysses, though his dedication to Caesar and the flag of the Bull prevented his desertion. Their tribal identity was erased and those who resisted were crucified along the sides of Interstate 40. However, once the Legion's campaign ended in Arizona, Caesar promptly rewarded their aid by breaking the alliance and betraying them the Twisted Hairs were conquered and enslaved just as he had done to all the other tribes of Arizona. His scouting ability was supplemented by his ability to live off the land, having acute knowledge of herbal remedies and medicines. Ulysses was one of the most successful scouts in the Twisted Hairs, traveling vast distances in search of the enemies of both his and Caesar's tribes.

Ulysses was once a member of the Twisted Hairs, a powerful tribe in Arizona that forged an alliance with the fledgling Caesar's Legion in 2247, and became its main scouting force during the conquest of Arizona.

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