Muhammad (peace be upon him) did not have any practical business experience, but he had twice accompanied his uncle Abu Talib on his trade trips and keenly observed how he traded, bartered, bought and sold and conducted business; after all, the people of Quraysh were famous for their involvement in trade more than in any other profession. It was not uncommon to hire an agent who did not have a prior experience; so, Khadija decided to give Muhammad (peace be upon him) a chance.
He was only 25 years old. Khadija sent Muhammad word through Khazimah ibn Hakim, one of her relatives, offering him twice as much commission as she usually offered her agents to trade on her behalf. She also gave him one of her servants, Maysarah, who was young, brilliant, and talented, to assist him and be his bookkeeper. She also trusted Maysarah's account regarding her new employee's conduct, an account which was most glaring, indeed one which encouraged her to abandon her insistence never to marry again.
Before embarking upon his first trip as a businessman representing Khadija, Muhammad (Peace be upon him) met with his uncles for last minute briefings and consultations, then he set out on the desert road passing through Wadi al-Qura, Midian, and Diyar Thamud, places with which he was familiar because of having been there at the age of twelve in the company of his uncle Abu Talib.
He continued the lengthy journey till he reached Busra (or Bostra) on the highway to the ancient city of Damascus after about a month. It was then the capital of Hawran, one of the southeastern portions of the province of Damascus situated north of the Balqa'.
To scholars of classic literature, Hawran is known by its Greek name Auranitis, and it is described in detail by Yaqut al-Hamawi, Abul-Faraj al-Isfahani, and others. Arab trade caravans used to go there quite often and even beyond it to Damascus and Gaza, and few made it all the way to Mediterranean shores to unload their precious cargoes of Chinese paper and silk textiles bound for Europe.