Scrum Master

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Job ID : 7400
Category : Enterprise Project Management Office
Brand : Definity
Regular/Temporary : Regular
Fulltime/Parttime : Full Time
Location : Toronto, Canada
Posting Range : $74,100 - $136,500

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Definity is the parent company to some of Canada’s most long-standing and innovative insurance brands, including Economical Insurance, Sonnet Insurance, Family Insurance Solutions, and Petline Insurance. Our ambition is to be one of Canada’s leading and most innovative property and casualty insurers. We can’t do that without our people, so we embrace and encourage a culture that’s collaborative, ambitious, rewarding, and empowering.

We offer a flexible, hybrid work experience where employees work from the office and virtually depending on the type of work they are doing and who they are working with. Bring your true self and be a part of our journey. It’s better here.

  • Responsible for development of an Integrated Project/Sprint Plan and successful delivery of confirmed scope on time and on budget. 
  • Management and understanding of project financials. 
  • Proactively manage risks, issues, and change to support teams and ensure successful project and delivery of backlog items. 
  • Facilitate daily standups, scrum of scrums, product owner synchronization, sprint planning, sprint review, sprint refinements, sprint demos and sprint retrospectives. 
  • Work closely with the Product Owner to ensure the backlog is well-maintained and prioritized for maximum delivery. 
  • Participate in prioritization meetings & quarterly planning to understand pricing priorities and the tie back to business plan to effectively manage multiple streams of work at one time. 
  • Support the team to adhere to Agile Governance 
  • Participate in scaling agile practices across the line of business 
  • Provide technical agile guidance and support to the team, leveraging your understanding of software development lifecycle, practices, and tools. 
  • Ensure the development team is practicing the core Agile principles of collaboration, prioritization, team accountability and visibility. 
  • Identify and manage risks/issues, impediments, and blockers by engaging the required team(s) to remove the blockers/impediments and manage the resolution of the same.    
  • Coach the team to focus on productivity and effective delivery with highest quality while adhering to Agile practices.    
  • Engage cross functional teams on interdependent stories, manage dependencies to remove obstacles and ensure successful delivery. 
  • Report on teams’ velocity, capacity, blockers, and impediments.  
  • Build a trusting and safe environment where problems/issues are addressed in a timely & effective manner. 
  • Effectively communicate project expectations to team members and stakeholders in a timely and clear fashion. Liase with project stakeholders on an on-going basis. 
  • Estimate the resources and participants needed to achieve project goals. Plan and schedule project timelines and milestones. 
  • Ensure project deliverables meet quality standards and are completed on time and within budget. 
  • Promote continuous improvement practices within the team. Encourage experimentation and innovation to improve project outcomes. 
  • Expert knowledge and experience with Project Management tools (Jira/Confluence, Microsoft Project) 
  • Manage the delivery and governance of projects which support and enhance IT (Information Technology) solutions to agreed success factors and KPIs (time, cost, quality, scope, risk, and budget). 
  • Create & present status messaging to a variety of stakeholders including senior leaders and C-suite executives. 

  Competencies (What you’ll bring to the role): 

  • Bachelor’s degree in computer science, business or related field. 
  • Certified Scrum Master (CSM) and/or similar Agile certification required (Scaled Agile – SAFe certified). 
  • Project Management Professional (PMP) required. 
  • Over 5 years of Agile Project Management and Technical Delivery with an emphasis on governance, communication, risk management, financial management and stakeholder management. 
  • Demonstrated experience in Agile methodologies, with a deep understanding of Agile principles, frameworks and tools. (e.g. Scrum & KANBAN) 
  • Experience working in Property and Casualty Insurance industry for a minimum of 3 years. 
  • Strong leadership skills, with the ability to motivate and guide teams to achieve project goals. 
  • Excellent communication and interpersonal skills, with the ability to engage and work effectively with diverse teams and stakeholders. 
  • Ability to influence and effectively negotiate with stakeholders and vendors. 
  • Exceptional planning, organizational, prioritization and presentation skills. 
  • Strong analytical, problem-solving and organizational skills. 
  • Proficient in project management tools, methodologies and best practices. 
  • Experience with Continuous Integration/Continuous Deployment (CI/CD) practices. 
  • Prior technical background as a software developer or engineer is a plus. 
  • Experienced with Guidewire Cloud platform (Policy Center, Billing Center & Claims Center) is an asset. 
  • Demonstrated stakeholder engagement and management. 
  • Understands business needs and guide scrum team to deliver on appropriate epics and stories. 
  • Experienced in working on Insurance programs with multiple delivery streams. 
  • Must be able to demonstrate the ability to relay complex technical concepts and solutions to business partners and stakeholders. 
  • Experienced in working across Waterfall, Agile, Hybrid and other methodologies. 
  • Ability to work in a fast-paced environment with minimal direction. 

Salary range: $74,100 - $136,500


Interested in this role, but don't meet every requirement? We encourage you to apply! We know from experience that a candidate doesn't need 100% of the qualifications listed to bring incredible value to our team. We're actively seeking diverse backgrounds and perspectives to help us make insurance better. At Definity, inclusion, diversity, and equity aren't just "nice to have" — they're essential to our success.

What's in it for you?

  • Hybrid work schedule for most roles
  • Company share ownership program
  • Pension and savings programs, with company-matched RRSP contributions
  • Paid volunteer days and company matching on charitable donations
  • Educational resources, tuition assistance, and paid time off to study for exams
  • Focus on inclusion with employee groups, support for gender affirmation surgery, access to BIPOC counsellors, access to programs for working parents
  • Wellness and recognition programs
  • Discounts on products and services

Actual salary for the role may vary depending on work location of the successful candidate and other factors including but not limited to, skills, education, experience, working conditions and the local labour market.  In addition to base pay, eligible employees may participate in various incentive plans which are paid out at the discretion of the company and subject to individual and company performance.

Go ahead and expect a lot — you deserve it.
It's better here — but don't take our word for it. Definity was named by Great Place to Work® as one of the Best Workplaces™ in Canada for women, for youth, and for inclusion.

Our inclusive work environment welcomes diversity and supports accessibility. If you require accommodation at any time during the recruitment process, please let us know by contacting [email protected].

Background checks
This role requires successful clearance of background checks (including criminal checks and leadership references).


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