He was the only triple Medal of Honor winner. Given for his actions at the Wilderness, Spotsylvania and Petersburg. He was also a brother of Adele Cutts Douglas, the widow of Stephen A. Douglas. Before this he was sentenced to dismissal from the Army for peering through a hotel transom at a married woman undressing, abuse toward soldiers and quarreling with other officers. He managed to get sent him back to the Army of the Potomac, where his conduct seemed to improve.