Scrum Master – Remote; ONTARIO

Waterloo, Toronto, Canada | Posted on 08/31/2026

Contribute to a team at the heart of digital and analytics initiatives within the insurance sector. This opportunity offers a collaborative and evolving environment where strong partnerships, adaptability, and a commitment to continuous improvement help drive lasting results. Benefit from a consistent Monday to Friday schedule from 9:00 am to 5:00 pm within a dynamic and supportive setting.

• Salaried: $55-65 per hour.
• Incorporated Business Rate: $65-75 per hour.
• Hybrid schedule, 37.5 hours per week.
• Weekday schedule from 9 am to 5 pm.
• Office presence required once per month.
• Work location:
  
  Waterloo, Ontario, or Toronto, Ontario.

• Monitor Scrum processes and support the Product Owner with release planning and backlog management.
• Facilitate Agile ceremonies including sprint planning, sprint reviews, retrospectives, and daily standups.
• Identify, manage, and help mitigate issues and risks, with particular emphasis on the timely removal of impediments for the team or directing obstacles to appropriate owners for quick resolution.
• Ensure that proper documentation, including program vision statements, program backlogs, program roadmaps, release plans, sprint backlogs, and increments, is prioritized and added to the team backlog.
• Support compliance with Sun Life policies and procedures for delivery and implementation.
• Build high-performing teams through individual and team coaching.
• Strengthen the team’s understanding of Agile and Scrum principles and ensure the application of these practices.
• Ensure team actions are aligned with project goals and vision.
• Provide transparency to Business, IT, and Operations stakeholders regarding team progress and Agile processes.
• Identify trade-offs between short-term and long-term benefits to help drive a shared vision between the team and Product Owner.
• Foster a continuous learning environment and support teams in adapting to changing circumstances.

• Bachelor’s degree required, preferably in Computer Science, Business, Mathematics, or a Science-related discipline.

• 5+ years of IT project management experience.
• 3+ years of experience in Agile delivery, transformation, training, or coaching.
• Strong understanding of Agile and Scrum environments.
• Experience applying Agile principles and managing team dynamics.
• Experience facilitating Agile ceremonies, tracking team-level metrics, and removing blockers.
• Understanding of the Software Development Life Cycle (SDLC).
• Ability to address conflict directly, including private coaching conversations.
• Ability to work effectively in a newly forming team with fresh turnover.
• Reliability Clearance.

• Delivery or software development background (preferred).
• Experience coaching development teams (preferred).
• Experience in the financial services or insurance industry (preferred).
• Strong communication skills with the ability to share information promptly and clearly.
• Strong team leadership skills with the ability to assess team spirit, facilitate positive team dynamics, drive necessary actions to improve, and coach and mentor multiple roles on a Scrum team.
• Excellent problem-solving, organizational, and analytical skills.
• Skilled in building relationships, fostering trust and rapport, and navigating organizations.
• High-energy and passionate outlook with the ability to influence others.
• Assertive, with the confidence to be a voice of authority (preferred).
• Well versed in navigating complex organizational structures and developing productive working relationships with internal stakeholders across the region and globally (preferred).