--- title: 'Junior Software Engineer (Remote) at PolicyMe' canonical: 'https://feeny.ai/job/junior-software-engineer-remote-policyme-ontario-8akdx2tg7yhg' type: 'job' last_seen: '2026-09-07' --- # Junior Software Engineer (Remote) at PolicyMe - **Company:** PolicyMe - **Location:** Ontario, Canada - **Employment:** full-time - **Work type:** remote - **Posted:** 2026-08-28 - **Last confirmed live:** 2026-09-07 - **Apply:** https://jobs.lever.co/policyme/2ad3fd98-21fc-4bbd-aa91-868befe5f699 ## Job description ## 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: - Develop full stack features for our AI-powered web application using Python, React, Redux, PostgreSQL and AWS - Integrate AI models and APIs for tasks like document processing, data extraction, recommendation engines etc. - Work closely with Sr. Engineers experienced in AI to seamlessly integrate models into production - Stay current on emerging AI technologies/frameworks and explore new applications - Build scalable, reliable backend services to fuel our AI workflows - Create intuitive user experiences that surface AI-powered capabilities - Participate in architecture planning, code reviews, and ideation sessions - Take ownership of feature development end-to-end (once ramped up), coordinating with QA and other teams - Engage in cross-team communication to help unblock dependencies and improve release flow - Share ideas during quarterly planning to help shape what we build next - Participate in company-wide initiatives such as hackathons, engineering guilds, and AI tooling experiments What we are looking for: - Strong full-stack development skills with the ability to work across backend and frontend using Python, React, Redux, PostgreSQL, and AWS - Familiarity with AI/ML concepts from coursework, side projects, or work experience - Passion for building intelligent applications that solve real-world problems - Eagerness to learn, embrace ambiguity, and continually upskill in a rapidly evolving space - Hands-on experience or projects interacting with AI APIs/models (e.g. prompt engineering) - Self-starter with a career-driven mindset who thrives in an environment with autonomy and accountability - Collaborative team player with low ego who is open to feedback and eager to help others - Detail-oriented approach to problem-solving, especially in complex domains 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 $80,000–$110,000 CAD, based on experience. We’ll walk through the details together during the interview. ## About PolicyMe ## Company Overview - **One-liner**: PolicyMe is a Canadian digital insurance platform that makes life, health, and home & auto coverage simple, affordable, and honest by combining smart technology with licensed advisors. - **Entity Type**: Private (venture-backed, $43.7M total funding) - **Headquarters**: Toronto, Ontario, Canada - **Founded**: 2018 - **Founders**: Andrew Ostro (CEO), Laura McKay (COO), Jeff McKay (CTO) ## Core Business - **Primary industry/industries**: Insurance (Life, Critical Illness, Health & Dental, Home & Auto) - **Target customers**: B2C – individual Canadians seeking personal insurance coverage - **Mission or purpose statement**: "Ensuring every Canadian has access to fair and comprehensive coverage, backed by smart technology and people who care." ## Products & Services - **[Life Insurance]**: Direct-to-consumer term life insurance, fully online, with guaranteed coverage options. Issued by Securian Canada. - **[Critical Illness Insurance]**: A tax-free lump-sum payout upon diagnosis of a covered condition. PolicyMe covers more conditions than any other Canadian provider. - **[Health & Dental Insurance]**: Coverage for prescriptions, dental care, vision, and paramedical services. Individual and family plans available. - **[Home & Auto Insurance]**: Brokerage service – compares partner insurers to find the best price for home and car coverage (currently available only in Ontario). - **[White-Label Platform]**: Powers insurance products behind some of Canada’s largest insurance brands – their technology and products under a partner’s name. ## Market Standing - **Valuation/Market Cap**: Not disclosed - **Key Metrics**: - Annual Revenue: $19.5M (LinkedIn estimate) - Total Funding: $43.7M across 8 rounds - Coverage issued: $15B+ in coverage - Customers: 50,000+ families covered - **Notable Investors/Partners**: Not explicitly listed in available sources; backed by venture capital (details not public). Insurance partner: Securian Canada (Canadian Premier Life Insurance Company). - **Growth Signals**: - Headcount: 100 employees (+28.7% YoY) - Named to Globe & Mail’s Top Growing Companies list (2025) - Deloitte’s Technology Fast 500 (2025) - A+ rating from Better Business Bureau - Expanding product lines and geographic coverage ## Competitive Advantages - **Direct-to-consumer model** for life, critical illness, and health & dental – eliminates middlemen and overhead, lowering premiums. - **Technology-driven but human-backed** – online application in ~20 minutes with optional support from licensed advisors (no chatbots, no call centres). - **Broader coverage** – critical illness policy covers more conditions than any other Canadian insurer. - **White-label platform** strength – underlying technology powers products for major Canadian insurance brands, demonstrating trust and scalability. - **Remote-first culture** with no in-office mandate, attracting top talent across Canada. ## Strategic Focus - Continue to grow the direct-to-consumer insurance business across all Canadian provinces and territories. - Scale the home & auto brokerage to more regions (currently Ontario-only for those products). - Deepen partnerships with large insurance brands via the white-label platform. - Invest in technology and automation to further simplify the customer experience and reduce costs. ## Why Work Here - **Remote-first**: No in-office mandate; work from anywhere in Canada with the option to use a downtown Toronto office. - **Compensation & Benefits**: Competitive total compensation reviewed annually; comprehensive benefits from day 1; 4 weeks paid time off. - **Professional Development**: Learning resources, unique growth opportunities, and support for continuous skill-building. - **Culture**: Emphasis on trust, open dialogue, and continuous feedback. Regular in-person and virtual team events (e.g., summer island party, holiday celebrations). - **Engineering Culture**: Modern tech stack (details not public), focus on building large-scale distributed systems; leadership includes CTO with Bloomberg background. - **Open Roles**: Software Engineer (Junior, Senior, Manager), Principal Product Manager, Licensed Insurance Advisors, Talent Acquisition Manager – all remote. ## Sources 1. [PolicyMe Careers Page](https://www.policyme.com/careers) 2. [PolicyMe About Us](https://www.policyme.com/about-us) 3. [PolicyMe Main Site](https://www.policyme.com/) 4. [PolicyMe LinkedIn Company Page](https://linkedin.com/company/policymeinsurance) 5. [PolicyMe Job Postings on Lever](https://jobs.lever.co/policyme) ## Other roles at PolicyMe - [Talent Acquisition Partner](https://feeny.ai/job/talent-acquisition-partner-policyme-toronto-1y268852y63x) — Toronto, Canada - [Customer Success Specialist (Remote)](https://feeny.ai/job/customer-success-specialist-remote-policyme-ontario-6jnrw8nkh5at) — Ontario, Canada - [Senior Software Engineer (Remote)](https://feeny.ai/job/senior-software-engineer-remote-policyme-ontario-61wjhacyf0ns) — Ontario, Canada - [Software Engineer Manager (Remote)](https://feeny.ai/job/software-engineer-manager-remote-policyme-ontario-gxvma1t6r5rz) — Ontario, Canada - [Principal Product Manager, Accounts & Automation (Remote)](https://feeny.ai/job/principal-product-manager-accounts-automation-remote-policyme-toronto-s0jrdc1h9kbz) — Toronto, Canada - [Software Engineer (Remote)](https://feeny.ai/job/software-engineer-remote-policyme-ontario-vdpxqct709qq) — Ontario, Canada - [Bilingual Licensed Insurance Advisor (Remote)](https://feeny.ai/job/bilingual-licensed-insurance-advisor-remote-policyme-toronto-y6n7amgjc5me) — Toronto, Canada - [Bilingual Quebec Licensed Insurance Advisor (Remote)](https://feeny.ai/job/bilingual-quebec-licensed-insurance-advisor-remote-policyme-in-j9djcw1ym12p) — IN, Canada - [Join PolicyMe’s Talent Network for future opportunities!](https://feeny.ai/job/join-policyme-s-talent-network-for-future-opportunities-policyme-remote-qtek7ezebbhq)