She started performing as a stand-up at the age of 14 and won the BBC New Comedy Awards at 17. In 2006, she won the If.comeddies Best Newcomer award at the Edinburgh Festival Fringe for her show Kindness and Exuberance. Josie has been nominated for the Edinburgh Comedy Award for Best Show three times. In 2012, Long and director Doug King produced two short comedy films in Glasgow called Let’s Go Swimming and Romance and Adventure, which were nominated for a BAFTA Scotland New Talent Award. The pair toured independent cinemas across the UK during Autumn 2013.