Muhammad's era

Not much is known about Khalid during the early days of the preaching of Muhammad. His father was known for his hostility against Muhammad. Following the migration of Muhammad from Mecca to Medina, many battles were fought between the new Muslim community at Medina and the confederacy of the Quraysh. Khalid did not participate in the Battle of Badr—the first battle fought between Muslims and Qurayshites—but his brother Walid ibn Walid was caught and made a prisoner. Khalid and his elder brother Hasham ibn Walid went to Medina to ransom Walid, but soon after he was ransomed, Walid, amidst the journey back to Mecca, escaped and went back to Muhammad and converted to Islam. Khalid's leadership was instrumental in turning the tables and ensuring a Meccan victory during the Battle of Uhud (625). In 627 AD he was a part of Quraysh's campaign against the Muslims, resulting in the Battle of the Trench, Khalid's last battle against Muslims.