Drive Free Timeline By 18367 Jun 29, 2015 First Car Paid $1,500. 10 more months of saving and then I get my second car. Nov 29, 2015 Saved $5,750. Apr 29, 2016 Second Car Paid $12,998. Sold first car for $12,998. 10 more months of saving and then I get my third car. Sep 29, 2016 Saved $7,500. Feb 28, 2017 Third Car Paid $26,800. Sold second car for $12,998.