Roger Winlaw Roger de Winton Kelsall Winlaw ( 28 March 1912 – 31 October 1942 ) was an English amateur cricketer who played for Cambridge University and Surrey . A pre - war member of the RAF Volunteer Reserve , he died as a result of a mid - air collision in a training accident in the Second World War . Education . Winlaw was born in Morden , Surrey to the Rev . George Preston Kelsall Winlaw and Minnie Ashley , and was educated at Winchester College . At Winchester he won the Rugby Fives National Schools Doubles Championships in 1931 with HJH ( John ) Lamb , the only Wykehamist pair to have done so up until 2005 ( when it was won by WA Ellison and HK Mohammed ) , and in addition won the Singles twice ( 1930 and 1931 ) . On going up to Cambridge University in 1931 , he continued as Lamb ' s Fives partner in 1932 , 1933 and 1934 . Winlaw was a member of the Winchester College cricket eleven from 1928 to 1931 , and was captain in the last two seasons . His best year was 1930 , when he headed both the batting and bowling averages . Cricket career . At Cambridge University , he received his Blue in 1932 , making his first class debut against Yorkshire on 11 May 1932 . Over three seasons with Cambridge , he made 30 appearances scoring 1938 runs at an average of 43 . 06 . His best year was 1934 , when he was second to John Human in the batting averages with 977 runs at 57 . 47 , and hit five centuries , the highest being 161 not out against Essex at Fenner ' s . He hit two centuries in the match against Glamorgan at Cardiff . The other centuries came at Fenner ' s – 104 against Yorkshire and 103 against the Free Foresters amateur side . He also played in nine county matches for Surrey in 1934 , scoring 341 runs , average 28 . 41 , and his full aggregate amounted to 1 , 330 , average 42 . 90 . His best score was 91 against Sussex at The Oval . He was also prominent in the Middlesex match , scoring 61 in the first innings , and then , having been forced to retire injured in the second innings , resuming when the ninth wicket fell and helping Ted Brooks achieve victory by one wicket . Winlaw also played for Bedfordshire in the Minor Counties from 1932 . He captained Bedfordshire in 1935 , and headed the averages with 85 for an aggregate of 425 . In 1936 , they rose to fourth in the Minor Counties Championship , the best season since 1905 . Winlaw ' s fielding , generally at mid - off , was highly rated though his batting was less successful . He played for Bedfordshire through to 1939 . Life outside cricket . He played three times in the University Association football match on the right wing , being captain in his last year . Before joining the Royal Air Force , Winlaw was a master at Harrow School . He also played football for Corinthian making five appearances between 1934 and 1937 playing at inside - left , scoring twice . He was already a sergeant in the RAF Volunteer Reserve when he was commissioned as a pilot officer on probation on 3 February 1938 , and promoted to flying officer on 3 August 1939 . He was called to active service with the Royal Air Force on the outbreak of the Second World War , and promoted flight lieutenant on 3 September 1940 , and squadron leader on 1 March 1942 . He was a member of No . 256 Squadron RAF when he was killed on 31 October 1942 when the plane he was piloting on a training mission collided with another in mid - air near Caernarfon , North Wales . The pilot of the other plane was Squadron Leader Claude Ashton , a fellow Old Wykehamist who had played 127 games for Cambridge and Essex , and was also a Corinthian footballer , who played once for England . Winlaw is commemorated at Liverpool Crematorium , Anfield . His widow Marsali Mary Seal de Winlaw , a schoolmistress , re - married to John Montgomery in 1945 ; their son was Hugh Massingberd , ( born Hugh John Montgomery in 1946 ) who became an eminent journalist .