--- title: 'Bilingual Licensed Insurance Advisor (Remote) at PolicyMe' canonical: 'https://feeny.ai/job/bilingual-licensed-insurance-advisor-remote-policyme-toronto-y6n7amgjc5me' type: 'job' last_seen: '2026-09-07' --- # Bilingual Licensed Insurance Advisor (Remote) at PolicyMe - **Company:** PolicyMe - **Location:** Toronto, Canada - **Employment:** full-time - **Work type:** remote - **Posted:** 2025-04-25 - **Last confirmed live:** 2026-09-07 - **Apply:** https://jobs.lever.co/policyme/da5d7c85-0051-4189-9f89-91790de45806 ## 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 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 guiding them through our different products. You will be on the front lines of PolicyMe, managing all inbound leads through their policy applications, and ensuring they get the coverage they need (and feel good about the process) via phone, SMS and email. How it is different from a typical insurance advisor role: This is an opportunity to be part of a dynamic and rapidly growing startup, with opportunity for upward mobility. You’ll never have to prospect. All leads are inbound, qualified, and supported by a top-performing marketing and growth team. You'll be involved in discussions across the organization on how to streamline operations, improve the customer experience and help build innovative insurance products. Ride a wave of industry disruption, instead of fighting against it. Reports To: Customer Success Manager What you'll be doing: - Help prospective clients navigate life, critical illness, and health & dental insurance options using PolicyMe’s digital platform and your product knowledge - Speak with customers in both French & English to answer questions and guide them through the buying process - Manage a high-volume pipeline of 300–350 inbound leads each month - Use HubSpot to track conversations, follow-ups, and application stages - Recommend the right coverage based on customer needs, using a clear and honest consultative approach - Maintain high-quality service across phone, email, and SMS channels - Address customer questions related to their needs, product details, or how the insurance process works - Collaborate with teammates and team leads to help improve workflows and elevate the customer experience - Ensure every prospective customer receives the same honest, helpful, and human service PolicyMe is known for - Other duties as required Team alignment: - This role may fall under either the Sales or Retention team, depending on hiring priorities. Sales-focused advisors will help convert inbound leads into new customers, while Retention-aligned advisors will focus on renewals and supporting existing policyholders. Both tracks offer opportunities for impact and advancement. Why join us: - Bilingual in French and English, with strong written and verbal communication in both - Open to obtaining licensing in Quebec if not already licensed there - A licensed Life and Accident & Sickness insurance agent with a valid LLQP - 1 - 4 years of experience in insurance or a related industry - Experience managing a high-volume pipeline with strong organizational skills - A proven track record of exceeding sales targets in a consultative sales environment - Ability to manage objections and explain complex concepts clearly - A natural conversationalist who builds rapport easily and makes clients feel heard - High empathy and discretion, especially when speaking about personal or financial topics - Coachable and a strong desire to learn and improve - A growth mindset with the ability to adapt to change and contribute to continuous improvement - Ownership over your work and your pipeline - Alignment with PolicyMe’s values and commitment to putting the customer’s best interest first Please note: As a standard procedure for audit compliance, this position is subject to credit checks, background checks, and reference checks. 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 (including OTE) is $88,000 with earnings potential up to $120,000 CAD. 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 - [Junior Software Engineer (Remote)](https://feeny.ai/job/junior-software-engineer-remote-policyme-ontario-8akdx2tg7yhg) — 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 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)