would work in the fields. Riley would not regret his decision, for Henson rose in his owners' esteem, and was eventually entrusted as the supervisor of his master's farm, located in Montgomery County, Maryland (in what is now North Bethesda). In 1825, Mr. Riley fell onto economic hardship and was sued by a brother-in-law. Desperate, he begged Henson, with tears in his eyes, to promise to help him. Duty bound, Henson agreed. Mr. Riley then told him that he needed to take his eighteen slaves to his brother in Kentucky by foot. They arrived in Daviess County, Kentucky, in the middle of April 1825 at the plantation of Mr. Amos Riley. In September 1828, Henson returned to Maryland in an attempt to buy his freedom from Issac Riley. He tried to buy his freedom by giving his master $350, which he had saved up, and a note promising a further $100. Originally, Henson only needed to pay the extra $100 by note. Mr. Riley, however, added an extra zero to the paper and changed the fee to $1000. Cheated of his money, Henson returned to Kentucky and then escaped to Kent County, Upper Canada, in 1830, after learning that he might be sold again. In the last of these attempts to attain freedom, Amos Riley agreed to give Josiah his freedom in exchange for $300. Josiah raised the money only to find that his master had raised the fee. Soon after, Henson learned that Riley planned to sell him in New Orleans, Louisiana, separating him from his wife and four children. When he found this out, Henson became determined to escape to Canada and freedom. He took his family with him, including his wife and their children to start the new life northward. Escape from slavery After convincing his wife to escape with him, Henson's wife created a knapsack large enough to carry both of their smallest children; the eldest two would accompany his wife. The Henson family left Kentucky, traveling through the night, and sleeping in the woods throughout the day. They crossed into Indiana, then into Cincinnati, where they were safely welcomed in a home for a few days. As the Henson family was crossing Hull's Road in Ohio, Josiah's wife fainted from exhaustion. As they continued on, they encountered Indians, and were reinvigorated with food and rest. After crossing a lake in Ohio, Josiah encountered Captain Burnham,