Full-Time

Software Engineer

Posted on 9/16/2025

PolicyMe

PolicyMe

51-200 employees

Online platform offering affordable life insurance

Compensation Overview

CA$132k - CA$165k/yr

+ Equity

Remote in Canada

Remote

Remote-first; option to work from home or Toronto office; in-person gatherings twice yearly.

Category
Software Engineering (2)
,
Required Skills
Python
React.js
Redux.js
Machine Learning
Postgres
AWS
Observability
REST APIs
Requirements
  • Strong full-stack development skills with the ability to work across backend and frontend using Python, React, Redux, PostgreSQL, and AWS
  • Hands-on experience integrating and deploying AI/ML technology into production environments
  • Solid understanding of AI/ML concepts and how to incorporate them to provide value to customers
  • Ability to design modular, testable, and scalable backend architectures
  • Comfortable learning new frameworks, libraries, and tools quickly
  • Expertise in building observability and monitoring for cloud-native applications
  • Intellectual curiosity to continuously learn and upskill in emerging AI technologies
  • Proven track record of proactive communication with the ability to adapt technical explanations to different audiences
  • 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
Responsibilities
  • Design and 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
  • Research and prototype new AI applications to continuously enhance our product capabilities
  • Construct scalable, secure, and observable cloud architectures for our core AI services
  • Implement robust data pipelines to fuel AI model training and inference
  • Craft seamless user experiences that surface AI-powered functionality
  • 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

PolicyMe provides life insurance products for Canadians through an online, digital-first platform that aims to simplify purchasing and lower costs. It offers affordable options such as critical illness insurance with guided support and a streamlined application process, helping customers secure coverage with reduced overhead. Revenue comes from commissions earned from partner insurers, while the platform stands out through a transparent, customer-centric experience backed by established partners. The goal is to make life insurance more accessible and affordable for Canadians while ensuring clear communication and supportive claims handling.

Company Size

51-200

Company Stage

Series A

Total Funding

$21.1M

Headquarters

Toronto, Canada

Founded

2018

Simplify Jobs

Simplify's Take

What believers are saying

  • Expansion into health, dental, and disability insurance diversifies revenue beyond term life.
  • AI-powered underwriting reduces application time and improves risk assessment accuracy.
  • $51M total funding from Blue Cross Life and Securian validates model and enables scaling.

What critics are saying

  • Health and dental expansion dilutes core expertise and invites competition from established incumbents.
  • Wave partnership attracts high-lapse small business owners facing business failure risks.
  • Dependence on Canadian Premier and Securian for underwriting creates existential partner risk.

What makes PolicyMe unique

  • Commission-free advisors and transparent pricing eliminate conflicts of interest versus traditional insurers.
  • Covers 44 critical illness conditions, 10-15 more than average Canadian competitors.
  • Wave partnership reaches 300,000+ small business owners through existing trusted platform.

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Benefits

Paid Vacation

Stock Options

Remote Work Options

Professional Development Budget

Flexible Work Hours

Growth & Insights and Company News

Headcount

6 month growth

-3%

1 year growth

-1%

2 year growth

0%
CityBiz
Mar 31st, 2026
PolicyMe partners with Wave.

PolicyMe partners with Wave. March 31, 2026 New collaboration brings life and critical illness insurance to small business owners. PolicyMe and Wave have partnered to give small business owners access to affordable life insurance and critical illness coverage. Together, they're helping protect entrepreneurs and self-employed Canadians protect their families and their businesses from unexpected financial challenges. How can small business owners get life insurance? For small business owners, securing life insurance has traditionally been complicated and time-consuming. Unlike employees who often have access to group insurance benefits through their workplace, small business owners typically need to navigate the insurance market on their own. Many put it off entirely, leaving both their families and their businesses vulnerable. This partnership changes that. Through Wave Perks, small business owners can now access PolicyMe's life and critical illness insurance products with a fully digital application process that takes just minutes to apply. PolicyMe's online process removes the need for in-person meetings, making it easier for busy entrepreneurs to secure coverage quickly and affordably. "At Wave, we've always believed small businesses deserve the same financial tools and protections as large enterprises. By partnering with PolicyMe, we're giving entrepreneurs access to insurance coverage that protects what they've worked so hard to build." - Adnan Glavas, Director of Strategic Partnerships at Wave Do small business owners need life and critical illness insurance? Running a small business comes with unique financial risks. Many entrepreneurs personally guarantee business loans, leases, and credit lines. Without life insurance for small business owners or critical illness coverage, these obligations could fall on their families in the event of serious illness or unexpected death. Unlike traditional employees with employer-sponsored benefits, self-employed individuals and small business owners need to proactively secure their own safety net. Life insurance and critical illness insurance provide that protection - ensuring personal assets are safeguarded and businesses can continue operating during difficult times. "Small business owners shouldn't have to choose between growing their business and protecting their family. Our referral partnership with Wave brings affordable, modern insurance to small business owners through a platform they already trust and use." - Andrew Ostro, CEO of PolicyMe Benefits of life & critical illness insurance for small business owners The new offering through Wave Perks is designed to help small business owners: * Protect personal assets: Ensure families aren't burdened by business debts or personal financial obligations in the event of illness or death. * Maintain business continuity: Access lump-sum payouts that can cover operational costs, payroll, or outstanding loans - keeping the business running during challenging times. What insurance options are available? Life insurance PolicyMe offers life insurance with flexible coverage amounts and terms ranging from 10 to 30 years, giving small business owners the ability to tailor coverage to their needs and budget. Coverage provides a tax-free payout to beneficiaries and can help cover debts, replace income, or support business continuity. Critical illness insurance Critical illness insurance provides a lump-sum, tax-free payment if you're diagnosed with a covered condition. These funds can be used however you need - whether for medical expenses, living costs, or keeping your business running. Wave supports entrepreneurs at every stage This partnership reflects Wave's ongoing commitment to championing small businesses throughout their journey, from starting to thriving. More than 300,000 small businesses rely on Wave for invoicing, payments, and accounting. Now, those same entrepreneurs can access critical financial protection with life and critical illness insurance through Wave Perks, alongside the tools they already use. Wave continues to evolve alongside the needs of the small business community, ensuring they have the resources to build sustainable, resilient businesses. Through this partnership, PolicyMe extends that support by providing accessible, modern insurance designed for small business owners. Together, PolicyMe and Wave are helping entrepreneurs build stronger, more resilient businesses. Small business owners can explore PolicyMe's life and critical illness insurance offerings, as well as many other offerings, through Wave Perks. Learn more.

Oral Health Group
Jun 3rd, 2025
Dental care tops list of delayed treatments, even for insured Canadians, survey finds

The data comes from the 2025 Insurance Access and Affordability Study by PolicyMe, a Toronto-based insurance technology company, in partnership with the Angus Reid Forum.

Mondaq
May 29th, 2025
PolicyMe Secures C$30M for Expansion

PolicyMe, a Canadian digital insurance provider, has raised C$30 million in new funding, following its C$3.3 million Seed Round (2020) and C$18 million Series A (2022). The funding, from partners like Blue Cross Life and Securian Canada, will support expansion into health and dental coverage. This aligns with PolicyMe's mission to offer simple, affordable insurance and strengthens its strategic partnerships to reshape Canada's insurance landscape.

Castle Placement
May 7th, 2025
Insurance/InsurTech Capital Raises in the U.S. - April 16th-30th, 2025

StreamSettle, developer of encrypted negotiation software designed to streamline the resolution of disputed insurance claims, graduated from Global Insurance Accelerator as part of its Accelerator Program and received $50,000 in funding in the form of SAFE notes.

National Crowdfunding & Fintech Association of Canada
Apr 18th, 2025
PolicyMe Raises $30M to Expand Digital Insurance Products

PolicyMe raises $30M to expand digital insurance products.

INACTIVE