In 2014, Jackson auditioned for a single scene role in the mini-series Deadline Gallipoli but was later offered the lead part of Charles Bean alongside Sam Worthington, which aired on Foxtel's Showcase in April 2015. In September 2015, Jackson starred as Peter Allen in the 2-part -mini-series of his life titled Peter Allen : Not the Boy Next Door. In December 2015, at the Australian Academy of Cinema and Television Arts Awards, Jackson won best lead actor in a television drama for his role as Allen. In May 2016, at the 58th Annual Logie Awards, Jackson won Most Outstanding Newcomer for his role as Allen.