Television work has included appearances on BBC One’s Empire presented by Jeremy Paxman (2011),BBC Two’s Cunk on Britain (2018), BBC One’s Heir Hunters (2014), BBC Four’s Masterpieces of the East (2008), BBC Four’s Timewatch Guide: The British Empire, Heroes and Villains, presented by David Olusoga (2017), Channel Four’s The Royal House of Windsor (2017), the twelve-part Discovery series World War II: Witness to War (2017), Foxtel History Channel’s Turning Points episode on Winston Churchill (2018), and a BBC Culture review of the film Darkest Hour (2018).

Radio contributions have included BBC Radio 3’s Night Waves (2009), BBC Radio Berkshire’s Mike Reed Show (2014), ARD German Radio (2014), BBC World Service’s Delivering the King’s Speech presented by Louise Minchin (2014), BBC One’s Cue the Queen: Celebrating the Christmas Speech presented by Kirsty Young (2015), and BBC World Service/National Public Radio’s review of the film Darkest Hour (2018).

Jackson has been consulted by media organizations such as the Daily MailDaily Telegraph, the Independent, the Sunday Times, the Sunday Express, the Washington Post and BBC World Service, and programmes such as BBC Radio Four’s The Today Programme, BBC Two’s Newsnight, and BBC One’s The One Show and Who Do You Think You Are?. He was historical consultant for BBC Two’s Burma, My Father, and the Forgotten Army presented by Griff Rhys Jones (2013) and for the BBC Two series Black and British: A Forgotten History (2016).

Jackson advised the Kenneth Branagh Theatre Company on the Suez Crisis when it staged John Osborne’s The Entertainer at the Garrick Theatre starring Sir Kenneth Branagh, Greta Scacchi, and Sophie McShera (2016), including an essay on the crisis for the theatre programme. In 2017 he advised the company producing and performing Enua Ellams’ Barber Shop Chronicles at The National Theatre.