Gregory was part of the Birmingham City academy for two seasons and broke into the first team in the 2019–20 season.[1] On 17 November 2019, Gregory made her senior debut for Birmingham City against Brighton & Hove Albion in a 3–0 FA WSL defeat.[2] She left Birmingham in June 2020.[3]
Aston Villa
On 4 July 2020, Gregory announced she was returning to Aston Villa, where she had previously been as a youth, ahead of the team's first season in the FA WSL.[4] She scored her first WSL goal in late April 2021, in a 1–1 draw against her former club Birmingham.[5] On 7 January 2022, Gregory joined Leicester City on loan for the remainder of the 2021–22 season.[6]
Reading (loan)
On 14 September 2023, Reading announced the season-long loan signing of Gregory from Aston Villa.[7] Gregory returned to Aston Villa on 4 January 2024, ending her loan at Reading early.[8]
On 23 October 2021, after being named in the under-19 for 2022 U19 Championship qualification,[11] Gregory scored a penalty against Northern Ireland in an 8–1 win in Round 1.[12][13] On 17 February 2022, she scored in the Marbella International Tournament against Finland in a 4–0 victory with the U19 team.[14] On 9 April, in Round 2 of U19 Championship qualification, Gregory scored the second goal in England's 2–0 victory against Iceland.[15][16] In June 2022, with England qualifying for the tournament, she was named in the team for the 2022 U19 Championship.[17]
In February 2022, Gregory was named as part of the under-23 squad as a forward.[18] On 10 October, she scored against Sweden in a 1–1 draw.[19] On November 10, after being named as part of the U23 team as a defender,[20] she scored both goals against the Netherlands in the team's 2–0 win.[21] During 2023, Gregory returned to the squad as a forward,[22][23] playing in matches against Portugal,[24] Belgium,[25] and Norway.[26] In February 2024, Gregory was again announced as a defender for the under-23 squad,[27] featuring as the number 3 against Spain in a 3–1 defeat.[28]
^Davies, Callum (24 June 2022). "WU19s squad named for EUROs". England Football. Archived from the original on 3 December 2024. Retrieved 2 February 2024.