[2][10] As his father's business developed, the family moved to Streatham and then Wimbledon, where Tillman went to Balham Central School for Boys.
[citation needed] As his father had been injured in World War II and suffered poor health, Tillman ran the whole family business for extended periods.
Tillman developed a business plan based around good design, employing a young Paul Smith; and using George Best to promote the clothes.
Under a UK non compete contract, he went to the USA and set up a fashion design business, and at the same time discovered the all new American Style Cocktail bars.
After the non-compete expired, Tillman made a full bid for Sumrie Clothes plc, a public company which was at the top end of menswear.
Tillman led the buy out of BMB, a suits wholesaler that supplies Debenhams, Bhs and other retail chains, from William Baird.
[16][11] On 16 April 2012 it was announced that Tillman had sold Jaeger to Jon Moulton's Better Capital for just under £20m with a "substantial majority" used to settle its debts.
[20] In 2006, Tillman formed his own charity and set up a scholarship at the London College of Fashion, pledging £1 million to sponsor 10 MA students each year.