Lil Zay Osama is a South Side Chicago rapper with notable hits such as "Set Up" and "Chase Em Down." But perhaps his most viral moment came during his on-camera arrest last year when he was apprehended in New York after leaving his machine gun in a Uber ride. The OTF signee may have surpassed that moment in terms of buzz worthiness. A few weeks after being arrested in Chicago on gun charges, his latest mugshot is already making its rounds on social media. The photo has caused many of his fans to speculate about his well-being.