In 2006 his sister, Dr Margaret Casely-Hayford CBE, became the General Counsel, Director of Legal Services at The Waitrose – John Lewis Partnership, a company with 70,000 employees.

[10][11][12][13][14] Casely-Hayford's formal training began at the Tailor and Cutter Academy in London (1974–75),[15] where students were taught to draft and construct garments from scratch.

Casely-Hayford began producing collections in 1983 under the label name KIT, selling to small specialist fashion stores in London such as Demob in Beak Street, Axiom and New Masters in the King's Road, Chelsea.

He also worked as a freelance creative director with Piero Panchetti in Italy, and wrote and styled pages for major publications including The Face, i-D, Arena Homme +, The Independent, How to Spend It and Senken Shimbun in Japan.

In 1991, for Sock Shop, along with Vivienne Westwood, he designed a range of women's tights featuring the brands playing card motif and contributed clothes to the Derek Jarman film Edward II.

[18] In 1995, as a departure from the nature of his previous commissions, Casely-Hayford undertook the design of the hugely successful and critically acclaimed exhibition The Art of African Textiles – Technology, Tradition, and Lurex at London's Barbican Centre museum.

In addition, he undertook work for film, ballet, and bespoke commissions for bands and artists in the music industry, dressing many leading celebrities.

His clientele included The Clash, Lou Reed, Liam Gallagher, Jarvis Cocker, Take That, Suede, Benedict Cumberbatch, and Michael Fassbender.

The collections have been sold in prestigious stores and select shops throughout Japan such as Beams; United Arrows; Edifice; History; Deuxième Classe; Tomorrowland; Robehouse; and Dressterior.

Casely-Hayford is featured in the book Fashion Now, which lists the 150 designers in the world considered most important to i-D, edited by Terry Jones, and published by Taschen in 2003.

He worked with Jun Co. Ltd on a menswear collaboration label with Adam et Ropé, using traditional Japanese artisan dyeing techniques combined with modern styling.

In 2008, he was approached to form a collaboration with Sir Terence Conran for the launch in London's Shoreditch area of a new boutique hotel, restaurant and deli called Albion (www.theboundary.co.uk).

The brand philosophy reflects the Casely-Hayford spirit with duality at its core, combining "English heritage" with "British anarchy", Savile Row tailoring methods with modern-day sportswear.