Spotlight: Alumni

Spotlight: Alumni 

TanenbaumCHAT is thrilled to relaunch our Spotlight: Alumni initiative—a celebration of the inspiring paths, achievements, and unforgettable memories of our incredible graduates.

Whether you're breaking ground in your field, giving back to your community, or simply carrying forward the values you gained at TanenbaumCHAT, we want to hear from you! This is your chance to be featured across our social media platforms and reconnect with the vibrant TanenbaumCHAT community.

We’re looking to highlight your story, your successes, and your favourite TanenbaumCHAT moments. Let’s celebrate what it means to be a TanenbaumCHAT alum!

Interested in being spotlighted?
Email us at alumni@tanenbaumchat.org and be a part of the amazing alumni who have made a lasting impact in their communities and beyond.

Spotlight On:

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Jacob Gallinger ’06

Tell us a little bit about yourself 
I grew up in Toronto and am an RHA (formerly USDS) graduate. I attended TanenbaumCHAT Wallenberg campus and graduated in 2006. After four amazing years at TanenbaumCHAT, I went on to graduate from McGill University with a Bachelor of Arts, and like many grads, I wasn’t entirely sure what direction I wanted to take. Reflecting on my summers at Camp Ramah was a turning point—they reminded me how much I loved working with kids and helped me discover my passion for Jewish education. I decided to go to teachers’ college at the University of Toronto. After landing my first job as a Senior Kindergarten teacher at Bialik and teaching for two years, I became the Bialik Primary Vice Principal , overseeing JK to Grade 1. When the Principal position opened two years later, I took a chance. I was only 27, but I was passionate about the school and about helping craft a vision for its future. Eight years later, I became Head of School and am now in my third month in this exciting role.

What is the most important thing you took away from your time at TanenbaumCHAT?
Without a doubt, critical thinking. I have vivid memories of Chaim Klein’s Rabbinics class—he taught us never to take things at face value, to question, analyze, and see the world through a thoughtful lens. That mindset has deeply influenced both my personal and professional life. I also think of Mr. Vernon, my baseball coach. He believed in me and saw potential I didn’t yet see in myself. I was a bit of a class clown, but he pushed me to be a leader. In grade 12, I won the MVP award for our baseball team. This was the first time I was publicly recognized for leadership, and it gave me the confidence to keep stepping up in leadership roles afterwards.

Another important piece of my TanenbaumCHAT experience is the academic rigour - it was incredible preparation for McGill. The pace and expectations at TanenbaumCHAT were intense, but they built resilience and discipline that served me well in university and beyond.

And of course, the social connections. My closest friends today are still my high school friends. Those relationships with like-minded Jewish peers have lasted into adulthood — now we’re raising our kids together on the same values and community connections that bonded us in high school.

Can you share some fond memories from your time at TanenbaumCHAT?
I’ll never forget singing in the choir at graduation. I had never performed publicly before, and that experience helped me build confidence in a way I didn’t expect. And, of course, there are countless memories from gym, especially with Mr. Chaim. Those classes were more than just sports; they were about camaraderie, teamwork, and healthy competition. They’re some of my favourite memories from high school.

Describe your career path after you left TanenbaumCHAT.
After high school, I attended McGill and played baseball for five years, winning two national championships. I later completed my Bachelor of Education at the University of Toronto, where I continued to play baseball and win a championship again at the national level. Soon after, I began my career at Bialik while pursuing my Master’s in Education at OISE. The combination of academic study and hands-on leadership experience shaped my approach as an educator and, eventually, as an administrator.

Was there anything at TanenbaumCHAT that inspired your career in education?
Absolutely. I had teachers who really believed in me, who helped me see the power of kindness and the impact one educator can have. When I entered Grade 9, I was still figuring out who I was. I had been the “big fish” in elementary school and suddenly I wasn’t. Some of my teachers helped me mature and understand that being kind and supportive makes you feel good. They modelled what it means to live by Jewish values, to be a mensch (kind/good person)That experience showed me firsthand how educators can shape lives. I knew I wanted to have that same kind of impact, and I’m proud to say I’ve now had the privilege of teaching and leading hundreds of Bialik students over the years.

What skills did you develop at TanenbaumCHAT that have been instrumental to your success?
Time management and organization—both essential. And writing, thanks to Ms. Novis, who truly taught me how to communicate effectively. Writing is now a huge part of my daily life—whether it’s emails, newsletters, or leadership communication.

But above all, TanenbaumCHAT taught me to lead with Jewish values. That’s something I carry with me every day. Leadership, when grounded in Jewish principles, is what sustains our community and keeps us focused on what truly matters.

Walk me through a day in your life as Head of School.
It’s fast-paced and inspiring—no two days are ever the same. Bialik is in a strong position right now, growing rapidly and playing a significant role in the Toronto Jewish community. A major portion of my focus is on strategic vision: what the future of Jewish education will look like, especially in the current climate. Since October 7, it’s become even more important to help our students—even the youngest ones—navigate the realities of antisemitism while feeling proud and confident in their Jewish identity.

My days are filled with meetings with board members, planning sessions focused on school growth, fundraising, academic programming, and ensuring that our teachers and administrators have the necessary tools to succeed. I spend a lot of time thinking about the balance between academic rigour and social-emotional development—helping our students become both strong scholars and kind human beings.

It’s demanding work, but I’m passionate about it. I often joke that my identity can be summed up in three parts: Bialik, being a dad and husband, and fishing. Fishing keeps me grounded—it’s my way to clear my head and recharge.

Why is Jewish day school education so important?
As Dan Senor discusses in a podcast addressing world Jewry, we’re a small people facing immense challenges—and the strongest link to Jewish continuity is education.
When you spend your formative years, from age 4 to 18, in a Jewish learning environment—surrounded by peers and educators who live and teach Jewish values—you develop a deep, unshakable connection to your identity and community. Jewish day school builds proud, courageous, and compassionate leaders. It’s one of the most powerful investments we can make in the Jewish future.

What advice would you give to current students?
School goes by so fast. Try to enjoy every moment of high school. When you’re in it, it’s hard to recognize how special this time is, but later on, you’ll wish you could do it all over again. Slow down, appreciate your friendships, and don’t get caught up in competition or comparison. Be proud of who you are. And when it comes to your future, don’t let societal pressures push you toward a path that doesn’t fulfill you. Success isn’t only about prestige or money. If you’re passionate about education—or any field that allows you to make an impact—follow that. If anyone ever wants to talk about a career in education, I’m always happy to connect. It’s incredibly rewarding to help shape the next generation. Our world depends on our students and it’s a privilege to be part of that journey.

Interested in being spotlighted?

Contact us at alumni@tanenbaumchat.org and be a part of the amazing alumni who have made a lasting impact in their communities and beyond. 

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