Are you looking to flex your training and customer service muscles at one of Toronto's fastest-growing startups? Can you make explaining a new technology solution sound like a dream come true? You will work with new customers (who happen to be professors) to help them adopt a technology that will transform their lectures into modern classroom experiences.
We're growing like crazy, and that's where you come in. We're looking for you to join our team as our newest training specialist!
About the Gig:
Manage each new professor’s customized onboarding journey and ensure they are ready to adopt the platform for their upcoming class
Ensure customers are familiar (some might say experts) with using the platform in their classroom
Share best practices on how to format lectures and homework, and effectively teach using the Top Hat platform
Ensure that each professor is proactively prepared for the beginning of the semester to ensure the full readiness of both the students and the professor
Manage your full onboarding pipeline of new professors from signing the contract to training to full utilization to the first day of class
Work on renewing first-time customers during their first year with Top Hat by maintaining strong relationships and demonstrating the platform’s ongoing value.
Assist professors in increasing their maturity with the Top Hat platform, encouraging advanced usage and exploring additional features.
About You:
You have 1-2 years of client-focused work experience
You have experience in meeting and exceeding metrics, KPIs or sales quotas/targets is preferred
Someone with a passion for learning design, ideally with a background in teaching/coaching/training
You are very organized and comfortable managing a high volume of training sessions and tasks
Eloquent in your communication skills (especially over the phone, you have a way of establishing relationships)
Someone with strong attention to detail, you don’t stray away from providing direct feedback to customers, who are customer-obsessed and ensures every interaction provides value
Familiar with technology and competent with computers
Why team members love working at Top Hat:
A noble mission that creates meaningful, fulfilling work
A team that cares deeply for customers and for each other
Flexible, remote first work environment
Professional learning and development for all role levels
An awesome and welcoming Toronto HQ
Competitive health benefits that start on day one
A management team focused on performance, growth, engagement and connection
Our winning strategy and market potential
Innovative PTO policy with lots of time and space for self-care
Passionate customers that believe in us—and what we do
A chance to work with new tech like generative AI—and see the customer impact

Reimagining Engagement in Higher Education
Top Hat is the leader in student engagement for higher education. Grounded in learning science and powered by AI, our platform helps educators create interactive, personalized learning experiences that deepen connection, strengthen belonging, and drive student success.
A Platform Built for the Way Students Learn
What started as a tool to make lectures more interactive has grown into something bigger—a platform that makes learning come alive, from the first class to the final exam. Everything we build supports how students learn best: by doing, questioning, solving, and applying knowledge.
Today, 30,000+ instructors at over 1,500 institutions use Top Hat to support more than 3 million students, turning classrooms into spaces of active exploration and connection. Our platform combines real-time engagement tools with customizable, interactive textbooks, homework, testing, and powerful analytics—all in one integrated experience.
With Top Hat Ace, our AI-powered teaching and learning assistant, educators save time on course prep, and students get the personalized study help they need to stay confident and on track.
Sparking Better Teaching and Learning
Learning happens when students feel connected to their instructors, their peers, and the material. That’s why Top Hat is built to do more than deliver content. We help educators teach with proven practices that boost engagement, comprehension, and outcomes—while keeping the human element at the heart of it all.