[14] Upon his return to Brøndby for the 2021–22 season, Skipper began making more appearances due to the departure of regular starters Hjörtur Hermannsson and Anthony Jung.

[15] He made his European debut on 17 August 2021 in the UEFA Champions League play-off first leg against Red Bull Salzburg, which ended in a 2–1 loss.

[18][19] He made his competitive debut for the club on 3 April, coming off the bench in the 36th minute for injured Magnar Ødegaard and putting on a convincing performance despite a 1–0 loss at home to Viking in the 2022 season opener.

[22] On 30 September 2023, Skipper scored his first competitive senior goal, netting the opener in Sarpsborg’s reserve team’s 3–0 win over Skånland OIF in the Norwegian Third Division.

[23] On 2 September 2024, newly promoted Danish 1st Division club Esbjerg fB announced the signing of Skipper on a contract until June 2027.