[2] On 21 June, the Men of Steel announced the departures of Indian players, Farukh Choudhary, Laldinliana Renthlei, Boris Singh and Ishan Pandita from the club as their contracts ended on the same day.
[3] On 29 June, the Men of Steel announced the departures of foreign recruits, Harry Sawyer, Jay Emmanuel-Thomas, Rafael Crivellaro and Dylan Fox from the club.
[7] On 17 July, the Islanders were drawn in Group B for the 132nd edition of the Durand Cup, alongside Indian Navy, Jamshedpur FC and Mohammedan SC.
[15] On 1 August, the Men of Steel announced the signing of Croatian striker Petar Sliskovic on a one-year contract till the end of the 2023–24 season.
[20] On 8 August, the Men of Steel played their first group stage match in the Durand Cup against the reigning Indian Super League premiers Mumbai City FC, which they lost 0–5.
[23] On 20 August, the Men of Steel played their third group stage match in the Durand Cup against Mohammedan SC, which they lost 6–0, which confirmed their exit from the tournament.
[24] On 25 September, the Men of Steel played their 1st ISL match of the season at Vivekananda Yuba Bharati Krirangan against East Bengal FC that ended in a 0–0 stalemate.
On 5 October, the Men of Steel played their 1st home match in the JRD Tata Sports Complex against Hyderabad FC which was also their first win of the season.
On 9 October, the Men of Steel announced the arrival of striker Steve Ambri who played for France U20 team in 2018 Toulon Tournament.
On 31 December, the Men of Steel announced that they have appointed Indian manager Khalid Jamil as the club's new head coach for the remainder of the season.
[26] Notes: On 7 August 2023, Jamshedpur announced that they would play 6-8 pre-season friendly games in preparation for the Indian Super League season in September.