2018-present: Five Bedrooms, Back to the Rafters
In 2019, he began starring as real estate agent, Lachlan Best, alongside Kat Stewart and Steve Peacocke in the Network 10 comedy-drama series, Five Bedrooms. He starred in the first two seasons and returned for the fourth and final season in 2023.
In 2019, he appeared in the Australian horror anthology film, Dark Place, which was screened at the Melbourne International Film Festival. The following year, he was cast in the Australian production of Hedwig and the Angry Inch. The production was postponed after a petition highlighted the lack of LGBTQ representation in the show and expressed "disappointment" over the casting of Sheridan in the lead role of Hedwig, whom many believe to be a transgender character. The American creators of Hedwig, John Cameron Mitchell and Stephen Trask, issued a statement saying they did not believe that Hedwig was transgender, and that anyone could play the role, however, the Australian producers, Showtune Productions, cancelled the show.
In 2021, he reunited with the Packed to the Rafters cast for Back to the Rafters on Amazon Prime Video. At the Logie Awards of 2022, he was nominated for the Logie Award for Most Outstanding Supporting Actor.
In March 2021, Sheridan debuted his stage show Hughman at Adelaide Fringe.
In 2022, Sheridan was revealed to be Rooster when he placed third in Season 4 of The Masked Singer Australia.
In 2023, Sheridan performed the lead role of Jonathan Larson in Tick, Tick...Boom! in Melbourne, Brisbane, and Sydney.