W.D.F. Vincent began his career as an apprentice with Frederick Cooper in Yeovil. After completing his training, he briefly established his own businesses in Oxford and later in Maidenhead as a clothier and tailor, though neither venture was financially successful.

While in Maidenhead, Vincent won an essay competition on tailoring, which was open to all members of the National Federation of Foremen Tailors, titled "The Great National Work on Trouser Cutting, or Defects in Trousers." He submitted his entry under the pseudonym "Oxonian" and won the first prize. This success led him to secure a position with The Tailor and Cutter magazine.
In the early years, Vincent contributed numerous articles on tailoring methods and techniques to the magazine. However, due to the terms of his employment, these articles were published without attribution to him.

By the 1890s, Vincent became a leading tailoring authority. His books, such as The Cutter's Practical Guide to the Cutting & Making of All Kinds of Trousers, became standard reference work.
By 1917, Vincent referred to himself as a journalist.

The Tailor and Cutter magazine and academy were operated by John Williamson & Co Ltd.
In the 1950s and 1960s, many tailors displayed their Tailor & Cutter Academy Diplomas, signed by W.D.F. Vincent, as the Chairman of Examiners, as a centerpiece in their shop windows. One such example can still be seen on display at the Museum of Welsh Life at St. Fagans in South Wales.