Due to this tumultuous series of events, Smith determined to liberate himself from the Stantons. The Smiths had two more children, Solomon in 1756 and Cuff in 1761. Smith was sold twice more. In 1760, he ended up enslaved by Capt. Oliver Smith, who agreed to let him buy his freedom. Smith let Venture work for money when his labor was not required at home. Venture Smith tried to earn money by going out to work. Finally, in the spring of 1765, Venture Smith purchased his freedom for 71 pounds and two shillings, a notably exorbitant price.