Tributes to popular headmaster

Dr Stephen Winkley, former headteacher at Rossall School, has died aged 69
Dr Stephen Winkley, former headteacher at Rossall School, has died aged 69

Tributes have been paid to a much-loved former headteacher who inspired a generation of youngsters.

Dr Stephen Winkley, who ran prestigious Rossall School and spent 40 years working at independent boarding schools across the country, has died aged 69.

Rossall’s current head, Elaine Purves, said Dr Winkley would be “fondly remembered.”

She added: “He was a charismatic and strong head, who had an undoubted impact on the history of Rossall School, leading it through a time of change and growth with great courage.

“He will also be fondly remembered for his approach to life, his insightful wit and occasionally eccentric dress sense – most notably his penchant for red shoes.

“With his incredible mind, love of people and great faith in the power of education, he was a very 
special man.”

Dr Winkley started his career at Surrey’s Cranleigh School in 1969 and, 16 years later, became second master at Winchester College, in Hampshire.

In 1991 he took on the headship of Uppingham School, in Rutland, and in 2008 he came out of retirement at the age of 63 to take on the headteacher position at Rossall. In the years that followed, he attracted record numbers of pupils and improved the school’s finances, before retiring in 2013.

He died at his home in Kettering, surrounded by his family. He is survived by his wife, Jenny, his sons Leo and Mungo, and his daughters Imogen, Isabella and Jess.