
Job Overview
Location
Toronto, ON
Job Type
Full-time
Category
Customer Support
Date Posted
June 24, 2026
Full Job Description
📋 Description
- • As a Senior Technical Support Specialist focused on integrations, you will own the technical setup, configuration, and data mapping required to integrate Top Hat with educational institutions, ensuring seamless software connectivity and supporting sales and advanced technical support initiatives.
- • Day to day, you will partner with institutional IT teams to gather requirements and map data fields between Top Hat and LMS platforms, lead technical implementation of integrations, troubleshoot system-level errors like API timeouts and authentication failures, serve as the SME for complex issues, monitor and escalate technical problems, refine documentation, analyze trends to inform product decisions, support sales calls as a technical expert, and handle high-priority cases during peak periods.
- • You will join a mission-driven team at Top Hat Monocle Inc. that cares deeply about customer success and internal collaboration, operating in a remote-first environment with a welcoming Toronto HQ and a focus on innovation, including work with generative AI.
- • In this role, you will deepen your expertise in EdTech integrations, API technologies, and technical support leadership, while developing skills in cross-functional collaboration with product and engineering teams, influencing product roadmap through data-driven insights, and growing your impact in a company committed to professional development and operational excellence.
🏖️ Benefits
- • Flexible, remote first work environment
- • Professional learning and development for all role levels
- • Competitive health benefits that start on day one
- • Innovative PTO policy with lots of time and space for self-care
- • A chance to work with new tech like generative AI—and see the customer impact
- • An awesome and welcoming Toronto HQ
Skills & Technologies
See exactly how your profile matches this role — strengths, skill gaps, and what to do about them.
About Top Hat Monocle Inc.
Top Hat provides a cloud-based active learning platform used by higher-education instructors to create interactive lectures, assign homework, and administer secure tests and quizzes. Students respond in real time via smartphones or laptops, enabling immediate feedback and analytics. The company integrates with learning management systems and offers content marketplaces to support course creation and engagement across disciplines.
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