Adam Shepard had $25 and the clothes on his back. As a challenge, he set himself a year to get an apartment, a car, and $2500 in savings.
To make his quest even more challenging, he decided not to use any of his previous contacts or mention his education. During his first 70 days in Charleston, Shepard lived in a shelter and received food stamps. He also made new friends, finding work as a day laborer, which led to a steady job with a moving company.
The whole thing is recounted in Shepard's book, Scratch Beginnings: Me, $25, and the Search for the American Dream. (via cyn-c)