13/10/2026
In Memoriam, Mr Bruce Probyn
Wynberg Boys’ High School reports with deep sadness the passing of former Headmaster Mr Bruce Probyn, Wynberg Old Boy and Head Prefect in 1966, an exceptional educator and visionary leader whose contribution to education extended far beyond our school's gates.
Mr Probyn served as Headmaster of WBHS from 1993 to 1998, guiding transformation at the school in alignment with the values of the new South Africa. His leadership was characterised by compassion, innovation and an unwavering commitment to educational excellence.
Among his enduring contributions to Wynberg was the establishment of the Oude Wijnberg Museum in 1993, recording the achievements of the school and its ongoing development as a leading educational institution, and the establishment of the Wynberg Education Sharing Initiative in 1995, opening the school's facilities to adult learners and extending educational opportunities into the wider community. He was also instrumental in establishing the annual Wynberg-Grey Weekend in 1996, a cherished sporting and cultural tradition that continues to strengthen the bonds between the two schools three decades later.
His distinguished career in education included headmasterships at Sea Point High School, Wynberg Boys’ High School, the Diocesan School for Girls in Grahamstown and Herschel Girls' School. His influence on education continued well beyond his retirement.
As a founding trustee of the Principals Academy Trust, Mr Probyn dedicated his experience and expertise to mentoring school principals, developing educational leadership and improving opportunities for learners across South Africa. His belief in the transformative power of education remained central to his life's work.
A leader whose influence reached generations of learners, teachers and fellow educators, Mr Probyn leaves a legacy of service, mentorship and commitment to the advancement of education.
Wynberg Boys’ High School staff, students, Old Boys, and the wider Wynberg community extend heartfelt condolences to the Probyn family, his friends and all who had the privilege of knowing, being inspired by, and working alongside him.
Rest in peace, Mr Probyn. Your contribution to Wynberg and to South African education will not be forgotten.
Deon Scheepers
Headmaster
Supera Moras
