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Director, Digital DTC Product Management, Prospr

Job in Toronto, Ontario, M5A, Canada
Listing for: Sun Life
Full Time position
Listed on 2025-12-31
Job specializations:
  • IT/Tech
    Product Engineer, Product Designer
Job Description & How to Apply Below

Job Description

:

Role Overview

We are seeking an exceptional and forward-thinking Director of Digital DTC 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.

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 DTC insurance and wealth industry. Your responsibilities will include orchestrating a comprehensive product strategy that seamlessly integrates advanced technology with superior customer experiences, while managing and optimizing the end-to-end digital experience.

Candidates will have:

  • extensive experience in both 0-1 (ideation to launch) and 1-n (scaling and optimization) product development phases, with a preference to those with digital start-up environments. You should be adept at taking products from conception to market success, as well as scaling and optimizing products and teams for growth.
  • demonstrated experience doing so in a DTC (Direct to Consumer) market business model.
  • In this role, you will leverage your start-up mindset and enterprise-level experience to foster innovation, drive rapid product development, and ensure the successful scaling of our digital offerings. Your ability to work at both strategic and granular levels, from detailed requirements writing through to high-level strategy formulation, will be essential in leading our product teams and delivering exceptional value to our customers.

    Key Responsibilities

    Product Strategy and Vision:

  • Develop and communicate a compelling product vision aligned with organizational goals and market trends
  • 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
  • End-to-End Experience Management:

  • Oversee the entire digital product lifecycle, from conception to post-launch optimization
  • Continuously analyse and improve end-to-end customer journey (including optimization of conversion rates) ensuring profitability and growth of the DTC platform
  • Detailed Product Development:

  • Lead the product development process from granular requirements writing through to high-level strategy formulation
  • Ensure meticulous attention to detail in all aspects of product development, from user stories to technical specifications
  • Implement and oversee quality assurance processes to maintain product excellence
  • Marketing Optimization and Cost Efficiency:

  • Work closely with marketing teams to optimize customer acquisition strategies
  • Focus on improving key metrics such as Cost Per Lead (CPL) and Customer Acquisition Cost (CAC)
  • Implement data-driven strategies to enhance marketing ROI and reduce acquisition costs
  • Technology and Data Leadership:

  • Maintain deep understanding of existing and emerging technologies relevant to 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
  • Agile and Delivery Excellence:

  • Remove systemic impediments to accelerate product delivery
  • 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
  • Champion data-driven decision making in product choices and prioritization
  • Develop multi-year financial models to guide investment decisions and communicate ROI to senior leadership
  • Cross-Functional Collaboration:

  • Work closely with business strategy, marketing and operations teams to ensure alignment of product strategy with broader business goals
  • Foster inclusive leadership by integrating diverse perspectives in product development
  • Required Competencies

    Product Development Expertise:

  • Proven ability to work at a highly detailed level, from requirements writing to strategy development
  • Experience in both 0-1 (ideation to launch) and 1-n (scaling and optimization) product development phases
  • Strong technical acumen with knowledge of cloud platforms, AI/ML, and event-driven architectures
  • Client Obsessed:

  • Expertise in embedding client needs into product roadmaps
  • Strong product evangelism skills with the ability to inspire engagement across teams
  • Proficiency in orchestrating complex product launches
  • Tech Fluency:

  • Ability to understand end-to-end product architecture and supporting technologies
  • Expertise in data stewardship and identifying data dependencies
  • Accelerated Delivery:

  • Proven track record as an Agile champion
  • Experience in product risk mitigation and management
  • Strong advocate for experimentation and…
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