Bruce Richard Reynolds was born at Charing Cross Hospital, Strand, London, the only child of Thomas Richard and Dorothy Margaret (née Keen). He was initially brought up in Putney, and his mother, a nurse, died in 1935 when he was aged four. His father, a trade-union activist at the Ford Dagenham assembly plant, remarried and the family moved to Gants Hill. Reynolds found it difficult to live with his father and stepmother, choosing often to stay with one or other of his grandmothers. He was evacuated to Suffolk and Warwickshire during World War II.

Having failed the eyesight test to enter the Royal Navy on leaving school at 14½, he decided that he wanted to be a foreign correspondent, and so applied in person at Northcliffe House. Employed as a messenger boy, he then worked in the accounts department of the Daily Mail. By the age of 17 he had become bored with the routine and was working in the Bland/Sutton Institute of Pathology at Middlesex Hospital, before joining Claud Butler as a bicycle messenger and a member of their semi-professional racing team, where he first met criminals and began a life of crime.

After undertaking some petty crime and spending time in HMP Wormwood Scrubs and Borsta for theft (from which he escaped and was eventually caught and sent to Reading Prison), he spent six weeks of the required two years doing National Service in the British Army, before running away to return to petty crime. Sentenced to three years in 1952 for breaking and entering, he was sent to the juvenile wing of Wandsworth Prison in London. He then graduated to jewellery theft from large country houses.  In 1957 Reynolds was arrested, together with Terry Hogan, for assault and robbery of a bookmaker returning from White City Greyhounds with £500.  The police stated their belief that the intent of the cosh attack was grievous bodily harm and not robbery. Hogan was sentenced to 2½ years and Reynolds received a year longer. After spending time in HMP Wandsworth and HMP Durham, on release in 1960 he then became an antiques dealer and thief.

He joined a gang with future best friend Harry Booth and future brother-in-law John Daly. Later on, he did some work with Jimmy White and met Buster Edwards at Charlie Richardson’s club. Richardson in turn introduced him to Gordon Goody. Having gained the moniker Napoleon, in 1962 his gang stole £62,000 in a security van robbery at London Heathrow Airport. They then attempted to rob a Royal Mail train at Swindon, which netted only £700. But Reynolds, now looking for his career-criminal defining moment, started planning his next train robbery over a period of three months.  Reynolds organised a gang of 15 men to undertake the 1963 Great Train Robbery (which he later referred to as his “Sistine Chapel ceiling”). After the theft, Reynolds spent six months in a mews house in South Kensington waiting for a false passport. He then travelled via Elstree Airfield to Ostend, was then driven to Brussels Airport, before flying with Sabena airlines to Mexico City via Toronto. Assuming the name Keith Clement Miller, he was joined by his wife Frances, who changed her name to Angela, and son Nick.

For Christmas 1964, the family were joined in Acapulco by fellow train robbers Buster Edwards, who had not yet been caught, and treasurer Charlie Wilson, who had escaped from HMP Winson Green. Reynolds and his family later moved to Montreal, Canada, where Wilson had settled with his family, but a proposed theft of Canadian dollars was stopped due to Royal Canadian Mounted Police observation. Reynolds then moved to Vancouver, before returning that summer to the South of France.

By now running low on cash, he heard a similarly sized large robbery was being planned. The family returned to London, before then moving to Torquay, Devon. Assuming the name Keith Hiller, the family began a life of settling into Reynolds’ former childhood holiday town, before he had the urge to make contact with his old friends back in London. The Metropolitan Police whilst watching the London criminal scene realised that Hiller was in fact Reynolds, and arrested him in Torquay on 9 November 1968. Offered a deal by the Director of Public Prosecutions (England and Wales) to plead guilty and avoid them pursuing his son, wife and family on further criminal charges, Reynolds agreed to plead guilty and was sentenced to 25 years. All of the Great Train robbers were held in maximum security in a specially built unit at HMP Durham. After making friends with both Charlie and Eddie Richardson whilst in prison, Reynolds was released from HMP Maidstone in 1978.  After a failed attempt in the textile trade, he began trafficking and money laundering for many South London drugs gangs. Arrested for dealing amphetamines, he was jailed in the 1980s for three years.

Having either spent or had removed by courts the monies that he gained through crime, by the 1990s Reynolds was living on income support in a flat in Croydon, South London, supplied by a charitable trust. Reynolds’ wife predeceased him. He died on 28 February 2013 at the age of 81. At the time of his death, Reynolds was working on The Great Train Robbery 50th Anniversary:1963–2013, published by Mpress in July 2013.