Director of BizOps, Strategy & Operations (Remote)
PolicyMe
Operations
Toronto, ON, Canada · Toronto, ON, Canada · Remote
Posted on Aug 7, 2025
Overview of the role:
Join us at PolicyMe! We're modernizing insurance and we'd like your help. The Canadian insurance landscape has remained largely unchanged for decades and we are in the process of changing that. We're a remote-first, Toronto-based startup with big ambitions.
About the Role
We are looking for a strategic and execution-driven Director of BizOps, Strategy & Operations to join our growing team. In this high-impact role, you will own relationships with key insurance and distribution partners, drive the delivery of partner-linked strategic projects, and contribute to the development of our internal operating model.
This isn’t a sales role. It requires strong cross-functional collaboration, sound judgment, and the ability to influence without authority. You will report to our VP of Business Operations and work closely with PolicyMe leadership.
What you'll be doing:
- Partnership Management (~50%)
- Lead day-to-day engagement with key strategic partners, including planning, operations, and communication.
- Represent PolicyMe in high-stakes partner meetings with executive presence and discretion.
- Ensure successful delivery of partnership obligations and roadmap initiatives.
- Guide new partner activations from contract to launch in collaboration with cross-functional teams.
- Translate partner feedback and needs into internal priorities and actions.
- Business Operations & Strategic Projects (~50%)
- Act as a generalist who can flex across multiple domains, providing leverage where the business needs it most.
- Support VP of Business Operations on broader org-wide initiatives (e.g., compliance, privacy, legal, enterprise risk).
- Work with Product Management to develop roadmaps and refine new products/features in the context of our strategic partners.
- Build and structure new strategic growth initiatives, ensuring they are scalable and aligned with company priorities.
- Contribute to partner systems and enablement playbooks.
- Own special projects and provide support across evolving business priorities.
What we are looking for:
- 6+ years experience in partnerships, strategic operations, consulting, or similar roles.
- Proven ability to manage complex partner relationships with empathy and precision.
- Excellent verbal and written communication skills; strong executive presence.
- Exceptionally organized with a knack for documentation and follow-through.
- Politically aware and emotionally intelligent; knows how to navigate complex stakeholder environments.
- Curious, adaptable, and solutions-oriented.
- Comfortable working in ambiguity and taking initiative.
- Experience in insurance, financial services, or other regulated industries is considered an asset.
- Experience managing enterprise partner activations.
- Familiarity with compliance, privacy, or legal coordination is considered an asset.
- Experience in fast-paced startup or scale-up environments is considered an asset.
Reports To: VP of Business Operations
Why join us:
- Generous PTO - 20 vacation days
- Access to stock options and a comprehensive benefits plan
- A remote-first team with company paid, in-person socials and the option to work from our Toronto-based office
- Resources to help your professional development, including an L&D budget, performance reviews twice a year and ongoing feedback to ensure you reach your highest potential
- Work with an empathetic, high-performing team in a flexible, results-oriented environment
About PolicyMe:
At PolicyMe, we are Canada’s leading digital insurance solution, offering straightforward and affordable financial protection for families from coast to coast. Our product suite includes Life Insurance, Critical Illness Insurance, and Health & Dental Insurance, all tailored to Canadians' evolving needs. We also offer B2B2C solutions, partnering with organizations to provide seamless digital insurance options. Founded by a team of insurance experts and technology entrepreneurs, PolicyMe is committed to making insurance simpler and more accessible. Since our launch in 2018, we have grown exponentially, selling over $10 billion in insurance coverage to Canadians.
We are proud of the team we’ve built and are excited for those that are yet to join us. We operate with a remote-first culture, attracting top talent from across Canada. If you’re looking for a fast-paced, collaborative environment, working alongside incredibly ambitious yet humble humans, we may be the right place for you! To learn more, visit www.policyme.com.
Commitment to Equal Opportunity:
PolicyMe is proud to be an equal opportunity employer. All applicants will be considered for employment without attention to race, colour, religion, sex, sexual orientation, gender identity, national origin, or disability status. We thank all applicants for their interest, however, only those selected for an interview will be contacted.
Accessibility Statement:
PolicyMe is dedicated to ensuring an accessible experience for all candidates. If you require accommodations during the application process, please let us know in the "Additional Information" section of the job application. We are committed to working with you to provide support and make reasonable adjustments throughout the process.
