Software Engineer Manager (Remote)

Overview

We’re on a mission to modernize insurance, making it simpler, more accessible, and customer‑first. The insurance industry is a $1T market that has remained largely untouched by the digital revolution, and PolicyMe is here to change that. As a remote‑first, Toronto‑based startup with big ambitions, we’re looking for a Software Engineering Manager to help us build the future of insurance in Canada and beyond.

What you’ll be doing

• Lead and manage a team of full‑stack/AI engineers, provide mentorship, performance feedback and enable career growth for the team.
• Oversee technical design, development and deployment of full‑stack web applications backed by AI technology.
• Collaborate with product, design, and QA teams to ensure seamless execution and delivery of cross‑functional projects.
• Drive architecture decisions for scalable, reliable, secure cloud‑based AI platforms that align with business objectives.
• Foster an innovative environment for exploring state‑of‑the‑art AI techniques.
• Lead technical decision‑making ensuring alignment with product/company objectives.
• Promote continuous learning and uplift the team's expertise in emerging AI technologies.

What we are looking for

• 7+ years in software development, with 2+ years managing engineering teams.
• Strong technical leadership building and operating production AI systems at scale.
• Proven expertise in AI/ML disciplines such as NLP, computer vision, recommendation systems.
• Strong technical background in web development, ideally in a full‑stack environment with expertise in React, Python, and Node.js.
• Experience with cloud architecture, DevOps, data/ML pipelines and infrastructure.
• Exceptional people management skills to motivate, mentor and grow high performers.
• Excellent communicator able to simplify technical AI/ML concepts for cross‑functional teams.
• Proven ability to lead teams in an agile, fast‑paced environment, with a strong focus on collaboration and stakeholder management.
• A track record of delivering complex projects with a focus on scalability, reliability, and security.

Reports to

CTO

Why join us

• Generous PTO – 20 vacation days.
• Access to stock options and a comprehensive benefits plan.
• A remote‑first team with company‑paid in‑person socials and the option to work from our Toronto‑based office.
• Resources to help your professional development, including an L&D budget, performance reviews twice a year and ongoing feedback to ensure you reach your highest potential.
• Compensation: The total target cash compensation for this role is $154,000 – $192,500 CAD, based on experience.

Additional Notes

• Commitment to Equal Opportunity: PolicyMe is an equal opportunity employer. We welcome applicants of all backgrounds and provide fair consideration regardless of race, colour, religion, sex, sexual orientation, gender identity, national origin, or disability.
• Accessibility Statement: We are committed to providing an accessible hiring experience. If you require accommodations during the application process, please indicate this in the “Additional Information” section of your application.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.