On 1 October 1989, Squires was granted a short service commission in the General Duties Branch of the
Royal Air Force (RAF). On 1 April 1990, he was promoted to
flying officer, with seniority in that rank from 1 October 1988. He was promoted to
flight lieutenant on 1 April 1992. He completed the
Qualified Weapons Instructor course in 1995. Flying
Harrier IIs, in the same year he took part in the
No. 1 Squadron RAF display, before in 1998 he deployed for five months in
Operation Bolton. Having been promoted to
wing commander on 1 January 2005, Squires served as Wing Commander Joint Combat Aircraft Requirements' Manager before attending the
Advanced Command and Staff Course to study for a
master's degree in Defence Studies. He then joined
3rd (United Kingdom) Division, commanding the Divisional Air Cell and serving as the senior air advisor to the
general officer commanding the division. He deployed with the division in the
Iraq War in 2008 as Chief Air Plans for the
Multi-National Division (South-East). He left the command towards the end of the year. He was promoted to
group captain on 1 January 2012 and, in the
2012 New Year Honours, was appointed an
Officer of the Order of the British Empire for his services with No. 100 Squadron. He then studied at
Royal College of Defence Studies to prepare for the command. In October 2019 he left Cranwell to take up the post of Head Directorate Operational Capability in the Ministry of Defence. Squires was promoted to
air vice-marshal on 1 September 2022, when he was appointed Commander of
British Forces Cyprus and Administrator of the
Sovereign Base Areas. He took up the appointment of Director of the
Military Aviation Authority in March 2025. ==Personal life==