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PolicyMe

Verified Job Source

PolicyMe is on a mission to put families first with simple and affordable insurance.

Toronto, Ontario

Insurance
51–200 people

About

Most insurers know you as a policy number. We know you as Sarah, Dave, or Amir—humans with lives more complicated than terms and conditions. So when things go sideways, we reach for common sense. Because loyalty is earned by being the first to say, “Let’s make this right.” Our mission is to reinvent insurance for Canadians by merging smart technology with unwavering humanity–driving down costs, simplifying protection, and prioritizing your needs at every step.

Open positions

Join PolicyMe’s Talent Network for future opportunities!

Remote

Don’t see the role you’re looking for, but interested in working at PolicyMe? We are actively building the team to help us reach our next stage of growth. Let us know what type of role you're interested in, and our people team will let you know when we have a new role that may be a fit.

Bilingual Quebec Licensed Insurance Advisor (Remote)

Remote

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 Bilingual Quebec Licensed Insurance Advisor to help us build the future of insurance in Canada and beyond. On a typical day, you’ll be educating our customers on their insurance needs by answering challenging questions, dealing with advanced customer cases,…

Senior Software Engineer (Remote)

Remote

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…

Bilingual Licensed Insurance Advisor (Remote)

Remote

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 Bilingual Licensed Insurance Advisor to help us build the future of insurance in Canada and beyond. On a typical day, you’ll be educating our customers on their insurance needs by answering challenging questions, dealing with advanced customer cases, and gui…

Junior Software Engineer (Remote)

Remote

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…

Revenue Operations Manager

Remote · Canada

You will build and manage the revenue engine for a new insurance business unit by designing CRM processes, workflows, and reporting systems. You will partner with cross-functional teams to optimize the customer lifecycle and ensure data-driven decision-making across the organization.

Home & Auto Insurance Advisor

Remote · Ontario, Canada

The Home & Auto Insurance Advisor will manage inbound leads to convert them into policies while providing consultative, customer-first insurance advice. They will also collaborate with product and engineering teams to refine sales processes and improve the digital customer experience.

Software Engineer (Remote)

Remote · Canada

You will design and develop full-stack features for an AI-powered web application while integrating AI models into production environments. Additionally, you will build scalable cloud architectures and implement robust data pipelines to support AI model training and inference.

Customer Success Specialist (Remote)

Remote · Canada

The Customer Success Specialist will manage in-progress insurance applications and coordinate underwriting requirements with vendors and clients. They will also handle inbound client communications, process policy changes, and maintain accurate records within the company's CRM tools.

Senior Software Engineer (Remote)

Remote · Canada

Lead the design and development of full-stack features for an AI-powered web application while defining technical vision for AI/ML systems. Drive innovation through prototyping and ensure security, scalability, and observability across cloud architecture.

Senior Software Engineer (Remote)

Remote · Canada

Lead the design and development of full-stack features for an AI-powered web application. Define the technical vision for AI/ML systems and mentor junior and intermediate engineers.

Software Engineer Manager (Remote)

Remote · Canada

Lead and scale a high-performance team of engineers to develop AI-powered products that modernize the insurance experience. Oversee the technical design, deployment of fullstack applications, and drive architecture decisions for secure cloud-based AI platforms.

Principal Product Manager, Accounts & Automation (Remote)

Remote · Toronto, Ontario, Canada

The Principal Product Manager will define the strategy and roadmap for the Accounts & Automation team to drive multi-product adoption and operational efficiency. They will lead cross-functional teams through the full product lifecycle to build seamless, customer-first insurance experiences.

Software Engineer (Remote)

Remote · Canada

Design and develop full-stack features for an AI-powered web application using Python, React, and AWS. Integrate AI models and build scalable cloud architectures to automate manual insurance processes.