The series sees the Sidemen take on stunts and challenges around the world alongside celebrity guests, including Steve-O, Steve Aoki, Jack Whitehall, Kristian Nairn, Jme, Bear Grylls, Nicole Scherzinger, and Sergey Volkov.

[7] After the series was announced, Luke Hyams, Head of YouTube Originals in Europe, Middle East, and Africa, stated, "The Sidemen Show remains true to the humor and inclusive camaraderie that have made the guys so popular, but supercharges each episode with challenges, stunts and special guest stars that set this series of adventures apart from anything their fans have seen them do before.

The Sidemen also contributed "invaluable" feedback on the score, since they had many years of experience making videos, "and often changed the direction into something they felt was more suitable," said McWilliam.

[11] It was announced at the time to be temporary while people were under stay-at-home orders due to the COVID-19 pandemic,[11] but it has turned out to be a permanent decision; all episodes have remained freely available since.

[5] The series' official trailer was released on 2 June 2018, following the group's third annual charity football match, which took place that day.