Hayward received his medical training at Charing Cross Hospital, qualifying L.R.C.P., F.R.C.S. in 1880. He was then appointed Assistant Surgeon to the hospital in 1881, and also became Assistant Surgeon to the Royal Westminster Ophthalmic Hospital before joining the army. On 29th July 1882, he took up a commission in the Medical Services at the rank of Surgeon Captain, and during the same year gained the Montefiore Gold Medal at Netley. In 1890 he received a diploma in public health [D.P.H.], then in 1892 became Assistant Professor of military surgery at the Army Medical School Netley, a post he held until 1896. During this time he had been granted promotion to the rank of Surgeon Major on 29 July 1894.
Col R J Blackham wrote of Hayward - “The Medical Division was presided over by a charming old Brigade-Surgeon Lieutenant-Colonel, called Fairland. All the senior officers then at Netley were in his Division, as the Surgical Division was under the control of a Surgeon-Major Whitehead, who was at that time one of the “white-haired boys” of the Army Medical Services. He had been on the staff of Charing Cross Hospital and taken the Fellowship of the English College of Surgeons. The Blue Ribbon of surgery was held by very few officers of the Army in those days, and still fewer had been on the staff of a London teaching hospital, so that Whitehead was naturally marked out for advancement, which had duly come his way. The charge of the Surgical Division at Netley was usually held by a Brigade-Surgeon, but it was rightly given to Whitehead as a comparative junior. The result was that all the medical officers under field rank were in his division, and I found them a good deal more human than the Surgeon-Majors, as they did try to teach me about invaliding documents and to give me tips with regard to looking after military patients, who differed in any ways from civilians; but I will defer to this point until later.”
From 1897 to 1898 Hayward saw active service in the Tirah campaign at the North West Frontier, India, then received a special promotion to the rank of Lieutenant Colonel on 20th May 1898 for his services there. He was also mentioned in dispatches on 5th April 1898. On 26th January 1905 he was promoted to the rank of Colonel and held administrative posts until 1908 when he took part in the expedition against Mohmand, appointed as Principal Medical Officer. On 21st January 1909 he was further promoted to the rank of Surgeon General, and became Deputy Director to the Southern Command. Also in 1908 he gained the Companion Order of the Bath. In 1912 he was transferred to the Eastern Command, and was serving there when war was declared. On 29th July 1915, Hayward took over from Colonel Sleman as the Deputy Director of Medical Services to Malta. On 25th March 1916 left Malta to take up the position of Director of Medical Services at Salonika from Surgeon General W G Macpherson. He remained in this post until September 1917 when he was invalided. On 1st January 1917 he was awarded Knight Commander Order of the Bath (military). In July 1918 , although he had been placed on the retired list on reaching the limit of age, as an experienced officer Hayward was appointed Inspector of Military Hospitals for the Eastern Command to assist the Deputy Director of Medical Services. After the war he retired to Whinfleld, Cobham, Surrey, and died at Lyndhurst. He was the second son of the Rev T C Whitehead, Head Master of Christ's College, Finchley; and the husband of Evelyn Wynne Cayley of Woolston, Hampshire, the daughter of Major Henry Cayley and Letitia Mary Walters - they were married on 13th February 1893.