Abdol-Hossain Taymourtash, Reza Shah’s first minister of court, was universally recognized as the most powerful man in Iran after the shah himself. He was the lieutenant, ran the government for him. He played a key role at the shah’s side in selecting cabinet ministers and the deputies to be elected to parliament. He helped shape and realize Reza Shah’s vision for the revival and modernization of Iran. Yet in 1933, royal favor was suddenly withdrawn, and Taymourtash was arrested and imprisoned where, in all probability Reza Shah had him put to death. This article focuses on the always fraught relationship between a powerful autocrat and his loyal and efficacious lieutenant, and on the dilemma of those who wish to serve their countries and end up doing so at the cost of serving as the agents of a dictatorship.