Ogilvie established a flying base on Camber Sands near Rye, Sussex and took part in a number of aviation meetings around the country.

[6] In 1912, Ogilvie invented an airspeed indicator which was later adopted by the Royal Naval Air Service (RNAS).

[9] In early 1918, Ogilvie reported on flight tests of the Sopwith Snipe, stating that "its flying qualities are bad"; however, he was overruled by Trenchard and Brooke-Popham and orders were placed.

[10] On 1 April 1918, along with all other RNAS personnel, Ogilvie transferred to the newly established Royal Air Force in the rank of major (temporary lieutenant-colonel).

[9] A note in his new RAF service record states, "[He has] flown most types of aircraft except single seaters.

In September 1934 he married Angela Le Cren, née Newbold (1886–1958) in East Grinstead, Sussex.