The Role
Lead and grow a team of full‑stack and AI engineers to design, build, and deploy scalable, secure cloud‑based AI systems (NLP, CV, recommendations). Oversee architecture, development, cross‑functional delivery, and foster continuous learning and best practices for production ML/AI.
Summary Generated by Built In
Overview of the role
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.
As an AI Engineering Manager at PolicyMe, you will be responsible for leading and scaling a high-performance team developing an AI-powered product suite that modernizes the insurance experience. Leveraging cutting-edge AI/ML technologies, your team will build groundbreaking intelligent applications to drive PolicyMe's mission of becoming one of the biggest insurance brands in Canada.
You'll bring your leadership experience and deep expertise in AI engineering to guide the team in architecting scalable, secure AI systems. Under your direction, the team will employ AI capabilities like natural language processing, computer vision, and recommendation engines to create innovative products that streamline operations and deliver data-driven insights. You’ll use your leadership and technical experience to guide the team in making strategic decisions, optimizing AI development processes, and maintaining rigorous practices for deploying AI responsibly and at scale.
What you'll be doing:
- Lead and manage a team of fullstack/AI engineers, provide mentorship, performance feedback and enable career growth for the team
- Oversee technical design, development and deployment of fullstack 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 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 like 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
- Work with an empathetic, high-performing team in a flexible, results-oriented environment
- Compensation: The total target cash compensation for this role is $170,500 - $192,500 CAD, based on experience. We’ll walk through the details together during the interview.
About PolicyMe
At PolicyMe, we are Canada’s leading digital insurance solution, offering straightforward and affordable financial protection for families from coast to coast. Our product suite includes Life Insurance, Critical Illness Insurance, and Health & Dental Insurance, all tailored to Canadians' evolving needs. We also offer B2B2C solutions, partnering with organizations to provide seamless digital insurance options. Founded by a team of insurance experts and technology entrepreneurs, PolicyMe is committed to making insurance simpler and more accessible. Since our launch in 2018, we have grown exponentially, selling over $10 billion in insurance coverage to Canadians.
We are proud of the team we’ve built and are excited for those that are yet to join us. We operate with a remote-first culture, attracting top talent from across Canada. If you’re looking for a fast-paced, collaborative environment, working alongside incredibly ambitious yet humble humans, we may be the right place for you! To learn more, visit www.policyme.com.
Additional Notes
- Job Vacancy: This role reflects growth in our team and expanded operational scope. We’re hiring to support increasing demand and continue delivering an exceptional customer experience.
- 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 thank all applicants for their interest, however, only those selected for an interview will be contacted.
Skills Required
- 7+ years in software development
- 2+ years managing engineering teams
- Proven experience building and operating production AI systems at scale
- Expertise in AI/ML disciplines such as NLP, computer vision, and recommendation systems
- Strong full‑stack web development experience with React, Python, and Node.js
- Experience with cloud architecture and cloud‑based platform design
- Experience with DevOps, data/ML pipelines and ML infrastructure
- Exceptional people management and mentorship skills
- Excellent communication skills to explain technical AI/ML concepts to cross‑functional teams
- Proven ability to lead teams in agile, fast‑paced environments and deliver scalable, reliable, secure projects
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The Company
What We Do
We are on a mission to put families first with simple and affordable insurance. We strongly believe that life insurance is fundamental to a sound financial plan. It ensures that your family can replace lost income to pay for key expenses, eliminate debt, pay for college, or address other financial goals in the unfortunate circumstance that you pass. However, we also understand that life insurance is complicated. There are many factors to take into account in determining how much life insurance is right for you, and what type of policy best suits your needs. That is why we believe life insurance advice should be transparent, customized and most importantly, convenient. We are an experienced team trying to change the insurance industry with a customer first approach. Our proprietary life insurance algorithm assesses your needs and recommends the best product for you – regardless of commission structure. Life insurance is complicated, and our advice engine can help you find the the best protection in the most cost-effective way
