Senior Software Engineer

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’s 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 building the future of insurance in Canada and beyond. We’re building a groundbreaking new product line that will transform the insurance broker experience through AI and machine learning. As an AI-Driven Full Stack Engineer, you’ll be part of a team charting new territory – designing and implementing intelligent systems that automate manual processes and unlock powerful data-driven insights. You will work across the stack, contributing to front end, back end, and AI/ML initiatives, while also participating in architecture discussions, release planning, and company-wide engineering initiatives. Our core stack includes Python, React, Redux, PostgreSQL, n8n, LangChain/LangGraph and AWS, and we are always open to adopting new tools and technologies that help us deliver better results What you’ll be doing: • Leading the design and development of full stack features for our AI-powered web application using Python, React, Redux, PostgreSQL, and AWS • Defining the technical vision and architectural principles for AI/ML systems • Driving innovation by researching and prototyping cutting-edge AI technologies • Ensuring security, scalability, and observability best practices across cloud architecture • Work within a cross-functional environment partnering closely with product, design, and business teams to communicate technical designs/strategies • Serve as a role model for engineering standards and bring consistency across systems and processes while mentoring junior and intermediate engineers • Help drive sound technical decision-making across ambiguous, system-spanning problems What we are looking for: • A strong technical background with 5+ years of experience in fullstack web development and production AI/ML systems • Deep expertise in AI/ML domains like NLP, computer vision, recommendation engines etc. • Proficiency with cloud infrastructure, distributed systems, microservices • Proven ability to architect and lead end-to-end AI projects, including security best practices • Exceptional technical communication and knowledge sharing abilities • Track record of managing ambiguity and delivering innovative solutions • An appreciation for fast-paced startup environments and experience building foundational systems • Demonstrated ability to take ambiguous technical challenges and drive them to resolution with cross-functional teams • Strong development skills in React, Python, and Node, or equivalent technologies with the ability to ramp up quickly Why join us: • Generous PTO – 20 vacation days • A comprehensive benefits plan with premiums paid in full by PolicyMe • Investment in your professional development, including an L&D budget, AI tooling budget, performance reviews twice a year and ongoing feedback to ensure you reach your highest potential • An extremely high performing, low-ego, remote-first team that is truly disrupting an old industry • Option to work from home or our Toronto-based office (bonus: we cover the costs to bring all our employees in-person twice a year for experiential socials!) • Access to stock options based on performance • Compensation: The total target cash compensation for this role is $154,000 – $176,000 CAD, based on experience. We’ll walk through the details together during the interview. Compensation Additional Information 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.