He acquired his first slave, Albert, when Albert came to him and asked Jackson to buy him so that he would be allowed to buy his freedom by paying back the purchase price. Jackson agreed, although he was living as a bachelor and had no need of Albert’s services. He initially rented Albert out as a waiter to VMI for $120 a year. When Albert came down with a protracted illness and could not earn money, Jackson took him in and cared for him. War came before Albert had fully paid Jackson.