Policyme2mo ago

Software Engineer Manager (Remote)

Ontario · (ontario)RemoteFull-timemid

Software EngineerSoftware Engineering

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Quick Summary

Overview

Overview of the role We’re on a mission to modernize insurance, making it simpler, more accessible, and customer-first.

Technical Tools

Software EngineerSoftware Engineering

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.

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

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

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 $154,000 - $192,500 CAD, based on experience. We’ll walk through the details together during the interview.

Listing Details

Posted: January 23, 2026
First seen: March 26, 2026
Last seen: April 21, 2026

Posting Health

Days active: 26
Repost count: 0
Trust Level: 39%
Scored at: April 21, 2026

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Policyme

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PolicyMe is a Canadian digital insurance provider offering life, critical illness, and health & dental insurance through a streamlined online platform, focused on affordability and accessibility.

Employees

125

Founded

2018

Domain

Jobs

External application · ~5 min on Policyme's site

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