An eccentric man named Kenny from Chicagoland travels the world on a mountain bike filming a web series he calls cruisinwithkenny. Cast off by his family and society at large as a lunatic and diagnosed with a rare genetic disease, Kenny spends his remaining time obsessively attempting to create a viral video on YouTube. Each year he posts hundreds of videos to the web in hopes of attaining Internet fame. During a bike trip through the mountains of Costa Rica's cloud forest, Kenny's story is laid bare and the motives behind his life's work are uncovered.