Business Development Representative (Remote)

Position Overview

• Location Type: Remote-first (Toronto-based)
• Job Type: Full-time
• Salary: Not specified

PolicyMe is modernizing the Canadian insurance landscape. We are a remote-first, Toronto-based startup seeking a Business Development Representative (BDR) to join our growth engine. This role is ideal for individuals looking to learn how to sell a tech-forward, customer-centric insurance experience, focusing on outbound prospecting, qualifying leads, and booking meetings. It's an opportunity to build and shape a brand-new BDR function, influencing sales strategies and tactics.

Responsibilities

• Own the top-of-funnel by identifying and engaging potential clients through outbound calls, emails, and creative prospecting strategies.
• Reactivate cold leads and reach out to high-potential prospects who haven’t engaged with us yet.
• Qualify and convert inbound leads by understanding their needs and booking meetings for the advisor team.
• Work in close collaboration with Advisors to optimize hand-offs and conversions post-meeting.
• Maintain accurate records in HubSpot, track pipeline health, and report on outreach and conversion metrics.
• Analyze lead data, run tests on outreach sequences, and continuously improve performance.
• Share insights with Sales and Marketing to help refine customer targeting and messaging.
• Help define what “great” looks like in the BDR role and strive to exceed it.
• Position yourself for internal growth into a licensed advisor role by building a strong foundation in process, outreach, and customer experience.

Requirements

• 1–3 years of experience in outbound sales, business development, or customer-facing roles (fintech, telco/wireless, or early-stage SaaS experience is a plus).
• A builder mentality: ability to test, tweak, and improve sales processes and scripts.
• Strong communication skills with the ability to build trust quickly.
• High-energy and performance-driven, with experience managing a pipeline and hitting activity metrics.
• Confident making 100+ calls/day, iterating fast, and staying resilient.
• Comfort working in a fast-moving, high-growth environment with limited structure.
• Familiarity with HubSpot or similar CRM tools is a bonus.
• Bonus points for former athlete experience or a love for competitive, team-first environments.

Company Information

PolicyMe is modernizing insurance with a tech-forward, customer-centric approach. We offer a remote-first work environment with company-paid social events and the option to work from our Toronto office.

Why Join Us

• Generous PTO – 20 vacation days.
• Access to a comprehensive benefits plan.
• Remote-first team with company-paid, in-person socials and the option to work from our Toronto-based office.
• Resources for professional development, including an L&D budget, bi-annual performance reviews, and ongoing feedback.
• Clear growth track to a licensed advisor role, with mentorship and coaching.
• Work with an empathetic, high-performing team in a flexible, results-oriented environment.