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Thomas "Stonewall" Jackson faced several challenges during his military career, particularly during the American Civil War. He dealt with the complexities of command, often facing logistical issues and the need to coordinate troop movements effectively under pressure. Additionally, he struggled with health problems, including his frequent bouts of illness and eventual death from friendly fire in 1863, which significantly affected Confederate morale and strategy. His leadership also required navigating the political tensions within the Confederate command structure.

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