Job Overview
Location
Canada
Job Type
Full-time
Category
DevOps & SysAdmin
Date Posted
May 12, 2026
Full Job Description
đź“‹ Description
- • Senior Security Engineer responsible for managing security of R&D operations and production applications, planning and executing security initiatives, and taking ownership of security practices and vision with executive and engineering leadership support.
- • Day-to-day responsibilities include evolving and expanding security activities such as threat modeling, risk mitigation, observability, and incident response; managing security projects from bug bounty, pentesting, and gap analysis; implementing security improvements individually and collaboratively; advocating for security culture; managing corporate-wide security roadmaps for stakeholder needs including enterprise sales enablement; and working in AWS and GCP environments with Django-based services and continuous deployment.
- • Top Hat Monocle Inc. is a mission-driven company focused on creating meaningful educational technology, with a team that values customer and peer care, flexible remote-first work, professional development, and an innovative, welcoming culture in Toronto and across Canada.
- • In this role, you will deepen expertise in cloud security (AWS/GCP), infrastructure as code (Terraform), zero trust architecture, threat modeling, and secure development practices for web and mobile applications; lead security initiatives across teams; influence organizational security posture; and grow as a technical leader in a supportive, mission-aligned environment.
🎯 Requirements
- • 5+ years of experience in application security or related fields with strong collaboration skills with development teams
- • Proficiency in threat modeling, architecture design review, and knowledge of common attack vectors and exploitation techniques
- • Experience with infrastructure as code using automation tools such as Terraform in AWS and/or GCP environments
- • Strong communication skills to convey security concerns and solutions to technical and non-technical stakeholders
- • Bachelor’s degree in Computer Science, Engineering, or related discipline, or equivalent combination of education and experience
🏖️ Benefits
- • Flexible, remote-first work environment with option to work hybrid from Toronto office or fully remote anywhere in Canada
- • Competitive health benefits starting on day one
- • Professional learning and development opportunities for all role levels
- • Innovative PTO policy with ample time and space for self-care
- • Access to work with emerging technologies like generative AI and see direct customer impact
Skills & Technologies
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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