Waterloo Secondary School Alumni Association

Join us in extending a massive congratulations to Dr. Steve Warner, a beloved past staff member and former Acting Principal of Waterloo Secondary School, on the publication of his brand-new book!

​His book, "Schooling for control: How colonial education shaped Trinidad and Tobago from Prussia to empire," takes a deep, insightful look into the history of our education system. It is incredible to see a leader who dedicated so many years to shaping minds right here at WSS now sharing his research and expertise with the world.

​Dr. Warner, the entire Waterloo family is immensely proud of your hard work, dedication, and this phenomenal academic achievement!

​📖 Want to grab a copy or support his work? Click the link below to check it out on Amazon!

🔗 https://www.amazon.com/-/es/Steve-Warner-ebook/dp/B0GZ51G59J

Our WSS Alumni Spotlight is on Mr. Nigel Jr. Williams Bailey!

​With nearly a decade of dedicated service in law enforcement, Nigel is making a profound impact as a Detective Constable and Financial Investigator with the Royal Cayman Islands Police Service. From tackling complex financial crimes to keeping communities safe, Nigel embodies the core values of integrity and professionalism. We are incredibly proud to call him one of our own!

​👉 Are you a WSS Alumnus with a story to share? We want to celebrate you next! Feel free to message us directly for further details on how to be featured.

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On this Corpus Christi holiday, the Waterloo Secondary School Alumni Association extends warm wishes to our alumni and wider community.

May this day be one of peace, reflection, and blessings for all.

The Waterloo Secondary School Alumni Association extends its best wishes on Indian Arrival Day, a time to honor our heritage, celebrate our resilience, and embrace unity.

The Waterloo Secondary School Alumni Association proudly congratulates Keegan Barrow-Simon on this exciting milestone.

We are proud to celebrate one of our past students as he continues to make meaningful strides in entrepreneurship and national development. Keegan’s recently announced partnership with MIC through his business Automedics is a remarkable achievement and a testament to his dedication, innovation and hard work.

Your success reflects the talent, resilience and ambition that continue to come out of Waterloo Secondary School, and we are delighted to celebrate this achievement with you.

Congratulations once again, Keegan. Your Waterloo Secondary School family is proud of you and wishes you continued success on the journey ahead.

Source:

Auto mechanic announces partnership with MIC Man­ag­ing di­rec­tor of Au­tomedics Au­to Ser­vice and Re­pair Cen­tre, Kee­gan Bar­row-Si­mon, has an­nounced plans to en­ter in­to part­ner­ship with MIC In­sti­tute of Tech­nol­o­gy to men­tor youths to help them avoid trou­bled lives.

The Waterloo Secondary School Alumni Association extends heartfelt Mother’s Day wishes to all mothers, mother figures, and caregivers who continue to nurture, guide, and uplift those around them.

Your love and resilience leave a lasting impact that reaches far beyond what words can express. May your day be filled with the appreciation and joy you so deeply deserve. 💖

A massive thank you to our WSS Alumni Association members for coming out to support the Waterloo Secondary School 2nd Annual Sound Off & Car Show!

Whether you were helping out or just showing love, your presence made the day even better. It’s always a vibe when the alumni family reunites on campus!

​📸 : Vishal Singh Photography

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On this Spiritual Baptist Liberation Day, we reflect on a powerful legacy of resilience, resistance, and unwavering faith.

We honour those who stood firm in the face of oppression, paving the way for religious freedom and cultural expression in Trinidad and Tobago. Their courage continues to inspire generations today.

Let us remember, respect, and celebrate this important part of our shared history.

The Waterloo Secondary School Alumni Association extends warm Eid greetings to all our members and the wider community. May this special time be filled with happiness, reflection, and togetherness with loved ones. Wishing you peace, prosperity, and countless blessings.

Today we celebrate International Women’s Day 2026 under the theme “Give to Gain.” The Waterloo Secondary School Alumni Association proudly recognises the incredible women of our past and present who continue to give their time, knowledge, leadership, and support to uplift others.

Through mentorship, service, and community spirit, their contributions help create opportunities and inspire the next generation.

✨ We’d love to hear from you:
Who is a woman from the Waterloo Secondary School community who made a positive impact on your life? It could be a teacher, friend, classmate, staff member, or mentor. Tag them or share their name in the comments and tell us why they inspired you.

Happy International Women’s Day to all the amazing women of the Waterloo Secondary School family. 💐