Freddie de Guingand Major - General Sir Francis Wilfred de Guingand KBE , CB , DSO ( 28 Feb . 1900 – 29 June 1979 ) , better known as Freddie de Guingand , was a British Army officer who served with Montgomery from El Alamein to the surrender of the Wehrmacht in the West . He was a brilliant staff officer , evidenced by the fact that Montgomery , who demanded nothing less than perfection , retained him as chief of staff for over two and a half years . He was also a consummate diplomat whose skills proved vital in sustaining relations between the notoriously difficult Montgomery and his peers and superiors . Early life . De Guingand was born in Acton ( West London ) , the second of three brothers , and a younger sister . His parents moved to London from Yorkshire . After the Navy rejected him for being colour blind , he joined the Army . De Guingand was educated at Ampleforth College and graduated from the Royal Military College , Sandhurst , in 1918 . He joined the Middlesex Regiment in 1919 , and was promoted to lieutenant on 17 December 1921 . He was seconded to the King ' s African Rifles from 1926 to 1931 ; during this time he was promoted to the temporary rank of captain on 10 June 1929 and to the permanent rank on 8 March 1930 . He was the Officer Commanding Troops , Nyasaland , 1930 – 1931 before returning to his regiment . Served as Military Assistant to the Secretary of State for War , 1933 – 1936 , and again 1939 - 1940 . Despite failing the entrance exams to attend Staff College , he was nominated for the 1935 - 36 course at Camberley through the intervention of Montgomery , with whom he had served in the 1920s and formed a friendship . Second World War . At the outbreak of the Second World War in September 1939 , still a major , de Guingand became Military Assistant to the Secretary of State for War in which role he had exposure to the most senior officers in the army and developed skills in diplomacy . In January 1940 he was posted as an instructor to the new staff college at Haifa in the rank of lieutenant - colonel . After a short period as Commandant of the newly formed School of Combined Operations , he was posted in December 1940 , on the recommendation of the Staff College ' s Commandant Eric Dorman - Smith , to the Joint Planning Staff of GHQ Middle East in Cairo where he also took on the role of secretary to the Commanders - in - Chief Committee . He was involved in controversy when it was discovered he had on his own initiative been planning from an early date the evacuation of the expeditionary force to Greece . However , with the support of the naval and air C - in - Cs he was allowed to continue with his prescient plans . In February 1942 Dorman - Smith , by this time Deputy Chief of the General Staff in Cairo , recommended de Gingaud for the vacant post of Director of Military Intelligence , Middle East . In this role he proved to be very successful and after the First Battle of El Alamein he was appointed as Eighth Army ' s Brigadier General Staff ( Operations ) . When Montgomery was appointed to command Eighth Army in August 1942 he summoned de Guingand to meet him . He later wrote : He was to serve as Montgomery ' s chief of staff , responsible for the running of Montgomery ' s armies , on their journey from Egypt to the Rhine . He was promoted major - general after the surrender of the Axis forces in North Africa in May 1943 . De Guingand was to prove indispensable to Montgomery , not only in battle , but also in relations with the Americans . De Guingand seems to have been blessed with considerable diplomatic skills , which proved useful when serving with Montgomery . He formed a close relationship with Walter Bedell Smith , Chief of Staff to Supreme Allied Commander Dwight Eisenhower and was able to smooth over many difficulties arising from Montgomery ' s problematic relationships with many of his peers and superiors . He was awarded the Legion of Merit ( Commander ) by the United States in April 1945 . He was also knighted KBE in 1944 , an unusual honour for a major - general . Dealing with these problems placed great strains on de Guingand and during the first half of 1944 he was away on sick leave on several occasions . After the end of hostilities in Europe he spent time recuperating but was still not recovered when appointed as Director of Military Intelligence at the War Office . Montgomery had become aware that he was to succeed Alan Brooke as Chief of the Imperial General Staff in 1946 and told de Guingand he wanted him as his Vice Chief . However , still recovering from illness , de Guingand failed to impress Brooke as DMI and as a result the Vice Chief job went to Frank Simpson . Post war . In 1946 de Guingand retired from the army and arrived in Southern Rhodesia to pursue a career in business , achieving considerable success . In addition he wrote the following books : " Operation Victory " , " Generals at War " , " African Assignment " and " From Brass Hat to Bowler Hat " . His memoirs did not always cast Montgomery in a favourable light and as a result their friendship suffered . In 1973 he made an appearance and was interviewed on the now famous British TV documentary series " The World at War " . De Guingand died on 29 June 1979 at Cannes , Alpes - Maritimes , France , at the age of 79 .