He was a member of the extended panel when UCC claimed the 2019 Fitzgibbon Cup after a 2-21 to 0-13 defeat of Mary Immaculate College in the final.
In spite of this, he ended the campaign with a second successive Fitzgibbon Cup medal after coming on as a substitute in the 0-18 to 2-11 defeat of the Institute of Technology, Carlow in the 2020 final.
[7] Montgomery was subsequently included on Waterford's National League panel and made his first appearance in that competition in a 1-24 to 3-17 victory over Cork in the first round.
[8] Montgomery made his championship debut on 31 October 2020, when he came on as a 62nd-minute substitute for Jack Fagan in a 1-28 to 1-24 defeat of Cork in the Munster semi-final.
[10] After making appearances of the bench in subsequent defeats of Clare and Kilkenny, Montgomery received his first starting fifteen berth when he was named at centre-forward for the 2020 All-Ireland final against Limerick.