Diego Raymond De Girolamo (born 5 October 1995) is a professional footballer who plays as a forward for Macclesfield on loan from Buxton.

[6] At the start of that December, he made his first-team debut in the quarter-final of the Football League Trophy against Coventry City at the Ricoh Arena.

[8] After one further appearance for United, De Girolamo picked up an anterior cruciate ligament injury to his knee whilst playing for Italy under-18s in March,[9] which kept him out of first-team contention for nine months, not returning to full training until early December 2013.

[11] De Girolamo joined League Two club York City on 9 October 2014 on a one-month youth loan deal,[12][13] and scored on his debut two days later with the opening goal of a 3–1 away defeat to Newport County.

[14] On 4 November 2014, De Girolamo was recalled early from his loan spell at York City having scored three goals in four matches, so he could be available for United's two upcoming cup fixtures.

[17] He scored his first goal for United as they drew 1–1 away to Preston North End in the fourth round of FA Cup on 24 January 2015, earning a replay at Bramall Lane.

[26] On 7 July 2016, he joined Championship club Bristol City to play in their development squad, signing a one-year contract with the option of another year.

[27] On 1 January 2017, De Girolamo joined League Two club Cheltenham Town on loan until the end of 2016–17, having struggled to break into the team at Bristol City.