Biography.guide
Home › People › Cricketer › Derrick Bailey
Portrait of Derrick Bailey

Derrick Bailey

1918 – 2009

English cricketer

Don't just read it — keep itBiographies to ownE-book · Audio · Video From $7 →

About Derrick Bailey

Lived 1918 – 2009 (aged 90). Derrick Bailey was a British cricketer.

Sir Derrick Thomas Louis Bailey, 3rd Baronet (15 August 1918 – 19 June 2009) was the son of the South African entrepreneur Sir Abe Bailey and of the pioneer aviator Dame Mary Bailey, and won fame for himself as a decorated Second World War pilot, a cricketer and a businessman. He set up the airline Aurigny Air Services in Jersey.

On inheriting his father's baronetcy in 1946 from his elder half-brother, he was known for the last 63 years of his life as Sir Derrick Bailey.

Early life Born at Marylebone in London, Derrick Bailey was Sir Abe Bailey's second son, and the first son of Abe Bailey's second marriage. He had a twin sister, Ann. Derrick Bailey was educated at Winchester College, where he was in the cricket eleven as a right-handed batsman in 1936. He also attended Christ Church, Oxford and played Minor Counties cricket for Oxfordshire in 1937, achieving some success as a medium-pace right-arm bowler, with 12 wickets, but less as a batsman, with a highest score of just 33 in nine innings. He played in the Oxford University Freshmen's trial match in 1937, scoring 53 in the second innings before retiring; though this was the joint highest score in the match, he was never picked for a full Oxford University team.

Bailey served with the South African Irish Regiment and then with the South African Air Force during the Second World War. He was awarded the Distinguished Flying Cross on 25 August 1944 for "gallantry and devotion to duty in the execution of air operations" flying with No. 223 Squadron RAF (later renumbered No. 30 Squadron, South African Air Force).

First-class cricket From 1948, Bailey, now resident as a farmer near Hereford, began playing cricket fairly regularly as a middle order batsman and medium-pace bowler for Gloucestershire's second eleven in the Minor Counties championship. In 1949, he made his first-class cricket debut in a heavy defeat for Gloucestershire away to Somerset at Taunton, batting at No 7, scoring 0 and 5, and not bowling. He then retained his place for the next five first team matches, though his record of 70 runs at a batting average of 8.75 runs per innings and a tally of just two wickets indicates little success. He was, however, awarded his county cap. He played – more as a batsman than as a bowler – for the second eleven later the same season, and continued in that fashion for the second team across 1950, until the match with Surrey's second eleven at the end of July 1950 when, with Gloucestershire facing a heavy defeat by that season's Minor Counties champions, Bailey opened the innings and scored an unbeaten 129 to save the match.

That innings led to a recall to the first team and though Bailey again took time to make a mark, in his third match, the game against Worcestershire at Cheltenham, he saved Gloucestershire from defeat by making 54 in 70 minutes at a time when Worcestershire's fast bowlers were getting lift from the pitch.

At the end of the 1950 season, Basil Allen, who had captained Gloucestershire in 1937–38 and from 1947 to 1950, retired, and Sir Derrick Bailey was appointed as his successor for the 1951 season, having been one of only a handful of amateur cricketers who had played for the county in the previous two years.

Gloucestershire under Bailey in 1951 dropped from seventh in the County Championship to twelfth, but Wisden claimed that "statistics told only half the story". Injuries to bowlers and the retirement of Tom Goddard, mainstay of the bowling attack for the previous 20 years, disrupted the team. Bailey's own performance earned praise from Wisden. His "advance" as a batsman was "satisfying" and "besides leading the side unobtrusively (he) set a great example by his courage and.. recorded his maiden century in first-class cricket".

The 111 in the innings against Sussex remained Bailey's highest score, but two weeks later, he made a second century, again batting at No 3, with 101 against Northamptonshire at Rushden when, said Wisden, he was the only Gloucestershire batsman to look "completely confident" against the off-spin of Sydney Starkie. Gloucestershire again lost the match. In the season as a whole, Bailey scored 1003 runs at an average of 30.39 runs per innings; he bowled only 31 overs all season and took just four wickets. Bailey himself was exonerated from criticism on lack of solidity: "Bailey's defensive stubbornness was worth more than its numerical value."

At the end of the 1952 season, Bailey stood down from the captaincy and he did not appear again in first-class cricket. With no amateur available, Gloucestershire broke with tradition and appointed the senior professional player, Jack Crapp, as captain for the next two seasons.

After cricket Aircraft in Aurigny's colours, based on Derrick Bailey's father's racing silks In later life, Bailey lived on Alderney in the Channel Islands. His interests there included the local airline, Aurigny Air Services, which he set up in 1968 when British United Airways pulled out of the Alderney to Guernsey route, the island's regular link with its neighbour. According to the obituary on the BBC Channel Islands website, the Aurigny airline's colours, with a yellow tail section on its planes, were chosen by Bailey in memory of his father's horse racing colours. He is succeeded to the baronetcy by his oldest son Sir John Bailey, born Edinburgh.

Bailey died at his home on Alderney on 19 June 2009.

Biography shop

Don’t just read it —
keep it.

Full-length biographies made to live with: read them, listen on the way to work, watch them tonight.

  • E-book
  • Audio
  • Video
Browse the shop — from $7

Instant download · yours to keep · every purchase keeps this site free

Important facts

Birth century
Occupation
Education
Christ Church, Winchester College
Awards
Distinguished Flying Cross
Also known as
Sir Derrick Bailey, Bt, Sir Derrick Thomas Louis Bailey

People in Derrick Bailey's life

Named in this biography and alive at the same time

Contemporaries

People whose lives overlapped Derrick Bailey's

Frequently asked questions

Who was Derrick Bailey?

English cricketer (1918-2009)

When was Derrick Bailey born?

Derrick Bailey was born on 15 August 1918 in Marylebone.

When did Derrick Bailey die?

Derrick Bailey died on 19 June 2009 in Alderney.

What was Derrick Bailey's occupation?

Derrick Bailey was a cricketer.

What nationality was Derrick Bailey?

Derrick Bailey was British.

Sources & further reading

· Wikipedia: Derrick Bailey

· Wikidata: Q5262975

· DBpedia: Derrick Bailey

Cite this page

APA: Biography.guide. (2026). Derrick Bailey. https://biography.guide/derrick-bailey/

MLA: "Derrick Bailey." Biography.guide, https://biography.guide/derrick-bailey/.

Chicago: "Derrick Bailey." Biography.guide. https://biography.guide/derrick-bailey/.

Data last updated: 2026-09-20 · Spot an error? Report a correction.

Page generated 2026-09-27 04:58 UTC