Director, Digital Product Management, Prospr

Sun Life Financial; Waterloo; Hybrid; CAD 120,000 - 190,000; Full time

Job summary

A leading financial services company is seeking a seasoned Director of Digital Product Management to innovate and enhance its digital offerings. This role requires an experienced leader capable of navigating technology and customer needs while executing high-impact strategies. Candidates should have over 10 years in product management along with strong leadership abilities and a deep understanding of Agile methodologies. A hybrid work model and competitive salary are offered.

Benefits

Flexible hybrid work model

Pension, stock and savings programs

Continuous professional development

Friendly and inclusive culture

Competitive salary and bonus structure

Qualifications

• 10+ years of experience in product management.
• At least 5 years in a leadership role.
• Proven track record in digital product development.

Responsibilities

• Develop and communicate a compelling product vision.
• Provide oversight and mentorship to a team of product owners.
• Ensure client needs are embedded into product roadmaps.

Skills

Product management

Leadership

Agile methodologies

Communication skills

Customer-centric approach

Education

Bachelor's degree in Computer Science, Business, or related field

MBA preferred

Tools

Cloud platforms

AI/ML knowledge

Job description

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 3 Days Ago job requisition id JR00112486

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.

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.

The ideal candidate will possess a proven track record of crafting and executing innovative product strategies that yield significant competitive advantages. You will be tasked with translating complex business goals into tangible, high-impact digital solutions that resonate with our customer base and drive business growth.

We are looking for a visionary leader who is passionate about product innovation and has a demonstrated ability to drive transformational change. If you excel at navigating the intersection of technology, customer needs, and business strategy, we invite you to apply for this position.

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
• Proven track record in digital product development, preferably in the insurance or fintech industry.
• A deep understanding of direct-to-consumer (DTC) market is preferred.
• Strong understanding of Agile methodologies and digital product development lifecycle
• Excellent communication, presentation, and stakeholder management skills
• Demonstrated ability to lead and mentor high-performing teams

Key Responsibilities:

1. 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

2. Team Leadership and Development:

• Provide oversight and mentorship to a team of product owners
• Foster a culture of innovation, experimentation, and continuous improvement
• Implement knowledge management systems and processes to facilitate information sharing across teams

3. Client-Centric Product Development:

• Ensure client needs are embedded into product roadmaps through collaboration with research and design teams
• Champion product value across the organization through effective storytelling and stakeholder management
• Orchestrate go-to-market plans for complex, multi-squad product launches

4. 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

5. 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

6. 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

7. Cross-Functional Collaboration:

• Work closely with marketing, sales, finance, and operations teams to ensure alignment of product strategy with broader business goals
• 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

Required Competencies:

1. 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 go-to-market plans

2. Tech Fluency:

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

3. Accelerated Delivery:

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

4. Measurable Impact:

• Ability to set and track outcome-based metrics
• Expertise in data-driven prioritization and decision making
• Proficiency in financial modeling and communicating ROI

5. Future Vision:

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

If you are passionate about driving digital innovation in the insurance industry and have a proven track record of delivering impactful products, 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
• Great Place to Work Certified for Best Workplaces in Canada – 2024 and 2022
• Great Place to Work Certified for Best Workplaces for Women in Canada - 2024
• Flexible hybrid work model. #LI-Hybrid
• Pension, stock and savings programs to help build and enhance your future financial security
• Work and professional development that is united by our Purpose: to help Clients and Employees achieve lifetime financial security and live healthier lives
• A friendly, collaborative and inclusive culture
• Be part of our continuous improvement journey in developing the next greatest digital enterprise experience.
• Competitive salary and bonus structure influenced by market range data
• The opportunity to move along a variety of career paths with amazing networking potential

The Base Pay range is for the primary location for which the job is posted. It may vary depending on the work location of the successful candidate or other factors. In addition to Base Pay, eligible Sun Life employees participate in various incentive plans, payment under which is discretionary and subject to individual and company performance. Certain sales focused roles have sales incentive plans based on individual or group sales results.

Diversity and inclusion have always been at the core of our values at Sun Life. A diverse workforce with wide perspectives and creative ideas benefits our Clients, the communities where we operate and all of us as colleagues. We welcome applications from qualified individuals from all backgrounds.

Persons with disabilities who need accommodation in the application process, or those needing job postings in an alternative format, may e-mail a request to [e-mail] .

We are proud to be a hybrid organization that offers our employees the choice and flexibility to work from both the office and virtually based on the needs of the business, our Clients and you! Several work options are available and can be discussed throughout the selection process depending on the role requirements and individual needs.

We thank all applicants for showing an interest in this position. Only those selected for an interview will be contacted.

Salary Range:

120,000/120 000 - 190,000/190 000

Job Category:

Product Owner

Posting End Date:

07/08/2025

Shine together

At Sun Life, you can be your most brilliant self. Our supportive, flexible, and inclusive work environment is one where you – and your career – can thrive. Whatever your aspirations, collaborative leaders and colleagues are ready to help you learn, grow, and succeed.

We’re a global company with a passion for people. Our purpose is to help Clients achieve lifetime financial security and live healthier lives. As a team of 30,000 across 26 countries, our impact is far-reaching, and locally relevant There’s power in numbers. As part of Sun Life’s growing team, you have an impact on people in your community and around the world.

Shape the future

With an optimistic eye on a brighter future, we drive to innovate. Be part of leading change, push boundaries and try new ways of working. Use data to drive bold actions. Be agile and pivot as we test and learn. At Sun Life, we’re driving transformation, sustainability and innovation for our Clients, employees, partners, and communities. Join us. Together, we can make the future brighter.