Growth Strategy Lead (Remote)

PolicyMe Inc.

Job Overview

Location

Remote in Toronto

Job Type

Full-time

Full Job Description

📋 Description

• Lead the development and execution of go-to-market (GTM) strategies across PolicyMe’s product portfolio, including Life & Critical Illness, Health & Dental, and Home & Auto insurance products.
• Define target customer segments for each product line by analyzing behavioral, demographic, and psychographic data to identify high-value audiences and unmet needs.
• Determine the most effective messaging, positioning, and value propositions to resonate with each customer segment and drive conversion.
• Identify and prioritize the most profitable channels for customer acquisition, including digital advertising, partnerships, content marketing, and referral programs.
• Collaborate cross-functionally with product, marketing, sales, and data teams to align GTM strategies with product roadmaps and customer insights.
• Build and maintain performance dashboards to track key growth metrics such as customer acquisition cost (CAC), lifetime value (LTV), conversion rates, and retention.
• Use data-driven insights to optimize campaigns in real time, adjusting budgets, messaging, and channel mix to maximize ROI.
• Conduct competitive analysis to understand market positioning, pricing strategies, and customer acquisition tactics of key players in the Canadian insurance space.
• Translate strategic insights into actionable plans with clear timelines, ownership, and success metrics for execution by operational teams.
• Present strategic recommendations and performance results to the VP of Growth and senior leadership, influencing product and marketing priorities.
• Stay current on trends in digital insurance, consumer behavior, and regulatory changes affecting the Canadian insurance market.
• Scale successful GTM frameworks across new customer segments and product launches while maintaining profitability and brand consistency.
• Own the end-to-end strategy for entering new markets within Canada, ensuring alignment with local regulations, cultural nuances, and customer expectations.
• Work remotely as part of a remote-first team but must be based in the Greater Toronto Area to support collaboration and local market understanding.
• Serve as a strategic advisor to product teams, helping shape product features and offerings based on market demand and customer feedback.
• Balance long-term strategic planning with short-term tactical execution to ensure sustained growth momentum.

🎯 Requirements

• Must be based in the Greater Toronto Area
• Proven experience in go-to-market strategy for financial services or insurance products
• Strong analytical skills with proficiency in data-driven decision making and performance metric tracking
• Experience working cross-functionally with product, marketing, and sales teams
• Deep understanding of customer acquisition channels and ROI optimization in digital environments
• Ability to translate complex data into clear, actionable strategic recommendations

🏖️ Benefits

• Remote-first work environment
• Opportunity to shape the future of insurance in Canada
• Collaborative culture with cross-functional teams
• Impactful role in a high-growth startup disrupting a $1T industry

Skills & Technologies

Senior

Remote

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PolicyMe Inc.

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About PolicyMe Inc.

PolicyMe is a Canadian digital life-insurance distributor headquartered in Toronto. Founded in 2018, it uses online underwriting and direct-to-consumer technology to quote, compare and issue term life policies in minutes without commissioned agents, aiming to cut costs and simplify buying coverage. The platform partners with regulated insurers to issue policies, provides licensed advisors for support, and offers a free will-planning tool. Backed by venture capital and regulated by the Canadian Life and Health Insurance Association, PolicyMe serves families across all provinces and territories.

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