Lieutenant Colonel Hugh Douglas Pyman joined The Sherwood Foresters as 2nd Lieutenant on the 1st September 1932 and was promoted to Lieutenant on the 1st September 1935. He served as Temporary Aide-de-Camp to Captain General and Governor in Chief of Jamacia between the 10th October 1936 to the 2nd December 1936. He was promoted to Adjutant of the 1st Battalion on the 1st July 1938, acting Captain on the 3rd September 1939, Temporary Captain on the 3rd December 1939, Captain on the 1st September 1940, Acting Major on the 30th July 1940 and Temporary Major on the 30th October 1940.  

Whilst in command of the 1st Battalion, he was taken prisoner by the Germans at Tobruk in North Africa in 1942. He escaped in Italy and was free for 9 months before being re-captured and imprisoned in Oflag 07B at Eichstatt, Germany, with the prisoner number 128853. In 1945, he rejoined the 1st Battalion and was appointed Temporary Major of second in command on the 31st July 1945.  

On the 31st March 1946, he was posted to Staff College and was promoted to Major on the 1st July 1946. Between the 24th January 1947 to the 7th November 1949, he served as General Staff Officer, Grade 2 of the General Headquarters of the South East Asia Command. 

On the 1st February 1952, he was promoted to Temporary Lieutenant Colonel and between the 1st February 1952 to the 4th May 1954, he served as Assistant Quartermaster-General at HQ Hanover District. On the 9th September 1954, he was promoted to Lieutenant Colonel and served as Commanding Officer of the 1st Battalion between June 1954 to June 1957. In September 1957, he served at the War Office and at the Garrison Comd Episkopi, Cyprus, between 1958-1960. He retired from service on the 29th December 1960 and he sadly died on the 3rd January 1979.