Software Engineer Manager (Remote)

PolicyMe; Remote; CAD 120,000 - 150,000; Full time

Job summary

A leading digital insurance provider in Toronto is looking for a Software Engineer Manager to lead a remote team of fullstack and AI engineers. In this role, you will drive technical design and deployment of innovative AI-based web applications while fostering a collaborative environment. The ideal candidate has over 7 years of software development experience, particularly in AI/ML technologies, strong leadership skills, and is proficient in web development frameworks like React, Python, and Node.js. Join a fast-paced startup focused on transforming the insurance industry.

Benefits

Generous PTO – 20 vacation days

Stock options and comprehensive benefits

Company-paid in-person socials

Qualifications

• 7+ years in software development, including 2+ years managing teams.
• Strong background in building AI systems.
• Proven skills in web development and frameworks.

Responsibilities

• Lead and manage a team of fullstack / AI engineers.
• Oversee development of AI-backed web applications.
• Collaborate with cross-functional teams to deliver projects.

Skills

Software development

Technical leadership

Communication

AI/ML expertise

Web development

Team management

Tools

React

Python

Node.js

Cloud architecture

Job description

Join to apply for the Software Engineer Manager (Remote) role at PolicyMe.

Overview Of The Role

Join us at PolicyMe! We’re modernizing insurance and we’d like your help. The Canadian insurance landscape has remained largely unchanged for decades and we are in the process of changing that. We’re a remote‑first, Toronto‑based startup with big ambitions.

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 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 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.

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 $10billion 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.

Commitment to Equal Opportunity

PolicyMe is proud to be an equal opportunity employer. All applicants will be considered for employment without attention to race, colour, religion, sex, sexual orientation, gender identity, national origin, or disability status. We thank all applicants for their interest — only those selected for an interview will be contacted.

Accessibility Statement

PolicyMe is dedicated to ensuring an accessible experience for all candidates. If you require accommodations during the application process, please let us know in the “Additional Information” section of the job application. We are committed to working with you to provide support and make reasonable adjustments throughout the process.

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.