Ancient Greece
First (and only) defeat
Halicarnassus, (Present-Day Bodrum, Turkey)
Orontobates and Memnon of Rhodes entrenched themselves in Halicarnassus. Alexander had sent spies to meet with dissidents inside the city, who had promised to open the gates and allow Alexander to enter. When his spies arrived, however, the dissidents were nowhere to be found. A small battle resulted, and Alexander's army managed to break through the city walls. Memnon, however, now deployed his catapults, and Alexander's army fell back. Memnon then deployed his infantry, and shortly before Alexander would have received his first (and only) defeat, his infantry managed to break through the city walls, surprising the Persian forces and killing Orontobates. Memnon, realizing the city was lost, set fire to it and withdrew with his army. A strong wind caused the fire to destroy much of the city. Alexander then committed the government of Caria to Ada; and she, in turn, formally adopted Alexander as her son, ensuring that the rule of Caria passed unconditionally to him upon her eventual death.