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He occasionally appears as a TV & film reporter on ITV's weekend morning show Weekend. In 2016, Stirling starred in the Comedy Central series Drunk History. In June 2015, Stirling became the narrator of ITV2 reality series Love Island, which entered its sixth series in 2020. He was nominated for a BAFTA in 2014 for best children's presenter for his hosting of the programme for two series.

Stirling hosts the show of 'off-the-wall questions, nonsensical studio games, and slapstick challenges'. The show features two teams of comedians or celebrities and a child as team leader.

In early October 2013, Stirling began recording for a new series for CBBC, The Dog Ate My Homework, which was commissioned as the CBBC answer to Mock the Week. On February 1, 2013, Stirling left CBBC but returned in September 2015 for CBBC's 30th anniversary. Stirling also co-presented All Over the Place from 2011-2015, and in 2017. Stirling also presented 12 Again, a show in which celebrities talk about what they were like when they were twelve. Stirling presents CBBC's show, Help! My Supply Teacher's Magic вЂ“ the show puts magicians in schools and tricks children into thinking they are teachers. He also appeared in Scoop as the postboy in the first four episodes of the new series. He has also worked as a writer on a number of projects for the likes of CBBC and BBC Scotland. Dog from the CBBC TV show Scoop, and other sidekicks including Dodge the Dog, 'The Toad of Wisdom', and 'Pig With 'Tasche'. ДЇrom October 2012, he toured with Russell Kane as a warm up act for Kane's Posturing Delivery.ДЄfter being spotted at a gig, Stirling has since presented the CBBC Channel along with his canine sidekick Hacker T. In August 2009, Stirling performed in the final of the Chortle Student Comedian Of The Year at the Edinburgh Fringe Festival, finishing runner-up to winner Joe Lycett. Having been dubbed one of Scotland's 'Hottest Newcomers' by The Scotsman after his performance in front of 750 people at the Glasgow Fruitmarket, he now gigs all over the UK including The Stand (Edinburgh and Glasgow), The Comedy Store (Manchester and London), Off The Kerb and various smaller clubs. Having started stand-up whilst in his final year of Law at the University of Edinburgh, a year which saw him make the final of both the Paramount Funniest Student and Chortle Student Comedian Of The Year competitions, Stirling is a regular on the UK comedy circuit.