Senior Program Manager

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Job ID : 7019
Category : Enterprise Project Management Office
Brand : Definity
Regular/Temporary : Regular
Fulltime/Parttime : Full Time
Location : Toronto, Canada
Posting Range : $97,000 - $178,800

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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.

What can you expect in this role? 

  • Deep knowledge of the technical components to enable the creation of a Delivery Roadmap and Integrated Sprint Plan. ​Work daily with Technology Leads and Architecture, to position and articulate the technology delivery plan to Executive level audiences. 
  • Extensive experience leading Agile teams to optimize the delivery model, manage scrum team level interdependencies, increase collaboration, predictability, transparency and promote a culture of innovation to increase efficiencies and remove risks to successful deployment. Helps Tech Lead advance ability in refining development process, defining technical requirements. 
  • Accountable for Agile delivery metrics across multiple teams (incl. vendors) and implement improvement opportunities. Expands agile ways of working to other parts of the Portfolio that can benefit from key successes and learnings. 
  • Lead large, strategic and complex enterprise initiatives encompassing technology and business work steams and multiple vendors with a budget of $10m+ to support Definity’s overall corporate strategy. 
  • Accountable for the cost, scope and timeline of multiple work streams contributing to the overall program and is expected to report into Executive and C-level to provide status updates.  
  • Leverage their extensive experience and expertise to lead and mentor multiple project teams to ensure optimal performance guaranteeing that what we deliver meetings key performance indicators and stated benefits.
  • Accountable for the development of the Integrated Program/Sprint Plan and management of Program level interdependencies.

What can you expect in this role? 

  • Over 10 years of Project, Program and Portfolio management and Technical Delivery with an emphasis on Governance Framework planning/implementation, IT Service and Operations Management, Financial Management, Risk Management and Decision Analysis.
  • ​Ability to manage a project portfolio
  • In-depth knowledge and the execution of the Project Management Lifecyle and Software Development Lifecycle (SDLC)
  • Exceptional written & verbal communication skills – ability to present status messaging to variety of stakeholders including senior leaders and C-suite executives;
  • Ability to simplify technical complex process into plain business language 
  • Extensive knowledge and experience with Project Management tooling (Jira/Confluence, Kan Ban, Microsoft Projects)
  • 3-5 years’ experience with Agile Delivery 
  • Thoughtful leadership and change management/agent
  • Experienced in project management financials 
  • Experience with SOW management & negotiation
  • Ability to identify and mitigate and risk

Salary range is $81,600 - $150,100

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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