Director, Digital Product Management, Prospr page is loaded Director, Digital Product Management, Prospr Apply locations Waterloo, Ontario Toronto, Ontario Montreal, Quebec time type Full time posted on Posted 2 Days Ago job requisition id JR You are as unique as your background, experience and point of view. Here, you'll be encouraged, empowered and challenged to be your best self. You'll work with dynamic colleagues - experts in their fields - who are eager to share their knowledge with you. Your leaders will inspire and help you reach your potential and soar to new heights. Every day, you'll have new and exciting opportunities to make life brighter for our Clients - who are at the heart of everything we do. Discover how you can make a difference in the lives of individuals, families and communities around the world.

Job Description:

We are seeking an exceptional and forward-thinking Director of Digital Product Management to spearhead our product strategy and roadmap for our hybrid advice platform (spanning insurance and wealth). This pivotal role will be instrumental in driving innovation, enhancing customer experience, and achieving ambitious business objectives through our digital offerings, with a strong focus on Direct to Consumer (DTC / D2C) strategies.

As the Director, you will lead the charge in developing and implementing cutting-edge technological solutions that position our company at the forefront of the insurance and wealth industry. Your responsibilities will include orchestrating a comprehensive product strategy that seamlessly integrates advanced technology with superior customer experiences, while optimizing the full acquisition funnel and leveraging state-of-the-art MarTech solutions.

The ideal candidate will possess a proven track record of crafting and executing innovative product strategies that yield significant competitive advantages in the DTC space. You will be tasked with translating complex business goals into tangible, high-impact digital solutions that resonate with our customer base, drive business growth, and optimize key performance indicators such as Cost Per Lead (CPL) and Customer Acquisition Cost (CAC).

We are looking for a visionary leader who is passionate about product innovation and has a demonstrated ability to drive transformational change in the DTC omnichannel landscape. If you excel at navigating the intersection of technology, customer needs, and business strategy, with a particular focus on direct-to-consumer channels, we invite you to apply for this position.

Key Responsibilities:

Product Strategy and Vision:

• Develop and communicate a compelling product vision aligned with organizational goals, market trends, and DTC best practices
• Create and oversee strategic roadmaps for the journey/platform, balancing client needs, business objectives, and technical feasibility
• Collaborate with senior leadership to ensure product strategy supports overall business direction and DTC growth targets

DTC-Focused Product Development:

• Lead the development and optimization of the full acquisition funnel for DTC products
• Support the implementation and continuous improvement of a comprehensive MarTech stack, including Customer Data Platforms (CDP), A/B Testing tools, Personalization engines, and Marketing Automation platforms
• Drive initiatives to optimize key metrics such as CPL and CAC through data-driven product enhancements

Team Leadership and Development:

• Provide oversight and mentorship to a multidisciplinary team of engineers, UX, Marketers and Data/Analytics fostering expertise in DTC strategies
• Foster a culture of innovation, experimentation, and continuous improvement in DTC product development
• Implement knowledge management systems and processes to facilitate information sharing across teams, with a focus on DTC best practices

Client-Centric Product Development:

• Ensure client needs are embedded into product roadmaps through collaboration with research and design teams, with a particular focus on DTC customer journeys
• Champion product value across the organization through effective storytelling and stakeholder management
• Orchestrate go-to-market plans with multiple stakeholders, supporting change management, training and marketing

Technology and Data Leadership:

• Maintain deep understanding of existing and emerging technologies relevant to DTC strategies in the insurance industry
• Ensure consideration of all technical layers in product planning and execution
• Lead efforts in data stewardship, identifying and addressing data gaps across the product portfolio to enhance personalization and targeting capabilities

Agile and Delivery Excellence:

• Remove systemic impediments to accelerate product delivery in the fast-paced DTC environment
• Establish risk management frameworks and coach teams on balancing risk with desired outcomes
• Foster a culture of experimentation and hypothesis-driven approach in product development

Performance and Financial Management:

• Set and track measurable outcomes aligned with organizational objectives, focusing on DTC-specific KPIs
• Champion data-driven decision making in product choices and prioritization, leveraging insights from the MarTech stack
• Develop multi-year financial models to guide investment decisions and communicate ROI to senior leadership, with a focus on DTC channel performance

Cross-Functional Collaboration:

• Work closely with marketing, sales, finance, and operations teams to ensure alignment of product strategy with broader business goals and DTC initiatives
• Foster inclusive leadership by integrating diverse perspectives in product development
• Drive the 'build once, deploy many times' mindset to create scalable solutions across the organization, particularly for DTC applications

Required Competencies:

Direct to Consumer (DTC / D2C) Expertise:

• Proven experience in managing and optimizing full acquisition funnels for DTC digital products
• Deep understanding of MarTech stack components and their strategic implementation
• Track record of driving down CPL and CAC through product and process optimizations

Client Obsessed:

• Expertise in embedding client needs into product roadmaps, with a focus on DTC customer journeys
• Strong product evangelism skills with the ability to inspire engagement across teams
• Proficiency in orchestrating complex go-to-market plans for DTC products

Tech Fluency:

• Deep understanding of end-to-end product architecture and supporting technologies, particularly in the MarTech space
• Strong technical acumen with knowledge of cloud platforms, AI/ML, and event-driven architectures
• Expertise in data stewardship and identifying data dependencies for personalization and targeting

Accelerated Delivery:

• Proven track record as an Agile champion in fast-paced DTC environments
• Experience in product risk mitigation and management
• Strong advocate for experimentation and hypothesis-driven approach in DTC product development

Measurable Impact:

• Ability to set and track outcome-based metrics, with a focus on DTC-specific KPIs
• Expertise in data-driven prioritization and decision making using MarTech insights
• Proficiency in financial modeling, P&L management and communicating ROI

Future Vision:

• Capability to create and advocate for a cohesive product vision
• Experience in developing strategic roadmaps aligned with market trends, business goals, and DTC best practices
• Commitment to inclusive leadership and fostering cross-functional collaboration

Qualifications:

• Bachelor's degree in Computer Science, Business, or related field; MBA preferred
• 10+ years of experience in product management, with at least 5 years in a leadership role focused on Direct to Consumer (DTC / D2C) digital products
• Proven track record in digital product development, preferably in the insurance or fintech industry with deep understanding of DTC market
• Extensive experience in implementing and optimizing MarTech stacks for DTC applications
• Strong understanding of agile methodologies and digital product development lifecycle in DTC contexts
• Excellent communication, presentation, and stakeholder management skills
• Demonstrated ability to lead and mentor high-performing teams in DTC-focused environments

If you are passionate about driving digital innovation in the insurance industry, have a proven track record of delivering impactful DTC products, and excel at optimizing the full acquisition funnel, we encourage you to apply for this exciting opportunity to shape the future of our digital advice platform.

As this position is posted in several locations, we specify that bilingualism (French, English, both oral and written) is required for Quebec only as the position includes managing both French and English-speaking staff (Quebec and outside Quebec) and providing daily support to the team.

What's in it for you?

• Great Place to Work Certified for Most Trusted Executive Team in Canada - 2025, 2024 and 2023
• Great Place to Work Certified for Best Workplaces in Canada - 2025
• Canada Order of Excellence for Mental Health at Work certification from Excellence Canada. Sun Life is one of only four companies in Canada to ever receive this certification - 2024
• Top Work Places for Remote Work - Monster Canada - 2024

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