The Old Southendian Association (OSA)

Recent leavers at an Annual Reunion Dinner

A friendly community with a shared past

Join over 2,500 others and sign up as a member of the Association

Southend High School for Boys Charitable Trust

SHSB Charitable Trust

Thanks to many Old Southendians for supporting the SHSB Charitable Trust's fundraising mission.
Learn about the Trust & join "The 2025 Society"

The Old Southendian

Catch up on selected articles from The Old Southendian archives

Introducing the SHSB Charitable Trust

Read Andy Crow's intro to the Trust and learn how your support can secure a bright future for students, ensuring the school remains a cornerstone of academic excellence and a nurturing environment where every student can thrive.

Summer Dinner Dance

Join us at a unique event this summer with the SHSB Big Band on Friday 11th July. (Read more...)

SHSB Leavers: join the OSA today

Read why over 2,500 others are members and join the Association today!

Sustaining friendships formed through the School and the Association for the benefit of past, present and future Southendians...

New Headteacher at SHSB

The Association is pleased to announce that Rachel Worth has been appointed as the new Headteacher at the School. (Read more...)

Golf Circle

See our updated Golf Circle page for the latest dates for the 2025 season.

Football Club Archive

See our updated Football page for Season Reports back to the 1950s.

Other upcoming events...

See the events page for more details on upcoming events.

Events Calendar

See this year's social calendar from the Association's Events Committee

Southend High School for Boys Coat of Arms

Chat-OSA

Being part of the OSA means you will never be alone
Read more at Chat-OSA

The Organ at Southend High School for Boys

Supporting Music...

...for current pupils and Old Southendians...read about the Organ Society and the Old Boys Big Band

Sustaining sporting success...

...through football, hockey, cricket, bowls and golf clubs

Join the Association

OSA Social Media