Director of Content Marketing

March 13

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PolicyMe

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PolicyMe is a Canadian insurance company that specializes in offering affordable and straightforward life insurance, critical illness, and health and dental insurance products. Their services are primarily delivered online, providing users with the convenience of obtaining quotes and securing insurance coverage quickly and efficiently. PolicyMe is recognized for its no-hassle approach, featuring fast approvals and the ability to tailor coverage to the customer's needs. With a strong focus on term life insurance, they also provide various coverage options for families, individuals, and seniors. Their mission is to simplify the insurance purchasing process for Canadians by leveraging technology and expert advice.

life insurance advice and education

11 - 50 employees

Founded 2018

💸 Finance

👥 B2C

📋 Description

• 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. • We are seeking a Head of Content who can own our content strategy end-to-end and transform it into a powerful growth engine. You’ll build an editorial center of excellence, maintain a high bar for quality, and roll up your sleeves when needed. As search engine algorithms evolve—especially in an age of AI—our strategy is to lead with quality content rather than produce content merely to rank. • You’ll refresh and optimize our existing library of 500+ blog posts, expand into new content formats, and identify alternate distribution channels beyond organic search. Mentoring a small but growing team, you’ll set a high standard for editorial integrity and ensure that every piece of content tells the PolicyMe story with accuracy, clarity, and impact.

🎯 Requirements

• Proven Experience Scaling Content: • 5+ years of leading editorial or content teams—ideally in a high-growth environment where content was a core driver of user acquisition • Editorial Excellence & Brand Savvy: • Strong writing and editing skills with a keen eye for tone, grammar, and brand consistency • Experience implementing rigorous content processes and style guidelines • SEO Knowledge with a Content-First Approach: • Familiarity with SEO best practices and tools, but ability to prioritize content quality amid shifting AI and SERP trends • Multi-Format & Distribution Experience: • Adept at scaling multiple content types (long-form blogs, video scripts, infographics, etc.) and distributing them across various channels • Leadership & Team Building: • Comfortable mentoring junior team members and shaping an editorial culture of ownership, collaboration, and high quality • Track record of building or managing cross-functional teams (full-time, freelancers, agency relationships) • Analytical Mindset: • Uses data to inform editorial decisions, measure success, and iterate on content strategies • Roll-Up-Your-Sleeves Attitude • Thrives in a fast-paced, sometimes chaotic startup environment • Willing to dive into the details when necessary, from keyword research to final edits

🏖️ Benefits

• 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