The son of Sir Alfred Reynolds, he was born at Islington in March 1879. He was educated at Winchester College, where as captain of the college cricket XI he greeted Queen Victoria on the occasion of her visit to Winchester College as part of her Diamond Jubilee celebrations. From Winchester he went up to New College, Oxford. While studying at Oxford, he made his debut in first-class cricket for Oxford University against Surrey at The Oval in 1900. He made two further first-class appearances in 1900, playing a further match for Oxford against the MaryleboneCricket Club at Lord's, and appearing for the Gentlemen in the Gentlemen v Players fixture at The Oval. Two years later, he made a final first-class appearance for the MCCagainst Oxford University at Lord's in 1903. In addition to playing first-class cricket, Reynolds also played minor counties cricket for Hertfordshire, making seven appearances in the Minor Counties Championship between 1897 and 1906. After graduating from Oxford, he enlisted as a second lieutenant in the 12thRoyal Lancers, serving shortly after in the Second Boer War, for which he was mentioned in dispatches. He was promoted to the rank of lieutenant in September 1902. He fell ill in November 1906 and was placed on half-pay, but had recovered by the following month. He was promoted to the rank of captain in August 1908. He was seconded for service as an adjutant in the Special Reserve in March 1914.
He served in the First World War with the Lancers, during which he was promoted to the rank of major in December 1914. He was made a temporary lieutenant colonel in March 1916, before relinquishing the rank the following month. He took over command of the 1/1st Northumberland Hussars in March 1917, following the return of Colonel John Blencowe Cookson to England. While commanding the 1/1st Northumberland Hussars he was granted the temporary rank of lieutenant colonel. While commanding the 1/1st he saw action defending against the German offensive Operation Michael in March 1918. He founded 'Reynolds' Force' on 24 March, three days into the battle, consisting of 120 horses. 'Reynolds' Force' then joined up with other cavalry units, forming what became known as 'Harman's Detachment'. He was awarded the Distinguished Service Order in the 1919 Birthday Honours. His command of the 1/1st ended in October 1919, at which point he once more relinquished the temporary rank of lieutenant colonel and returned to the Lancers. He retired from active service prior to August 1934, holding the rank of lieutenant colonel. He died at Marylebone in June 1940.