Stellini won the Scudetto with Inter during the 2020–21 season, managing the team to three victories when Conte was suspended for yellow card accumulation.
[12] Conte made his return to the dugout for Tottenham's following two games, a 4–1 defeat to Leicester City and 1–0 defeat to AC Milan; however, it was then announced that he would return to Italy to continue his recovery; as a result, Stellini once again assumed management responsibilities, and in his first match back, led Spurs to a 2–0 victory against West Ham United, followed by another 2–0 victory against Chelsea.
[13][14] On 26 March 2023, following exits from the Champions League and the FA Cup and his outburst in the post-match press conference after Tottenham Hotspur's 3–3 draw with Southampton, Conte left the club by mutual consent.
Stellini, originally deputy to Conte, was appointed by Daniel Levy as acting head coach until the end of the season, with Ryan Mason serving as his assistant.
[17] On 23 April, Tottenham suffered a 6–1 loss against Newcastle, going 5–0 down inside 21 minutes, which undermined their effort to finish in the top four, in order to compete in the next season's Champions League.