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Technology Delivery Manager - Commercial Insurance

Job ID : 5554
Category : Technology Solutions
Brand : Definity
Regular/Temporary : Regular
Fulltime/Parttime : Full Time
Location : Toronto, Canada

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Definity includes some of Canada’s most long-standing and innovative insurance brands, including Economical Insurance, Sonnet Insurance, Family Insurance Solutions, and Petline Insurance. With strong roots that date back to 1871, we’ve grown to become a digital leader in the insurance industry. We’re proud to help our clients and communities adapt and thrive in a world of constant change.

Our promise to you: It’s better here. Why? Because we CARE, and we provide an employee experience that’s collaborative, ambitious, rewarding, and empowering.

Our ambition is to be one of Canada’s leading and most innovative P&C insurers. Come be a part of our journey, and love what you do.

As a Technology Delivery Manager, you will be responsible for leading the end-to-end delivery of technology solutions (TS) led initiatives. This is crucial role for the TS delivery organization as we move towards platform and application- based delivery. We are looking for delivery leads with the right expertise and flexible experience in navigating complex, technology-driven implementations, leveraging both traditional and iterative / Agile delivery methodologies. On a day-to-day basis you will work closely with senior technology and business stakeholders to drive delivery and coordination activities across multiple cross-functional project teams – your practical experience will be key to enabling these teams, while also growing our internal delivery capabilities for future transformations.



What can you expect in this role?


Delivery Leadership

  • Lead and manage end-to-end technology solutions and services delivery for the Commercial Insurance technology portfolio
  • Build strong working relationship with business product owners to meet business objectives and benefits
  • Build strong working relationships within the TS organization to ensure optimal performance and alignment with technology strategy, roadmaps and objectives
  • Establish and maintain practical governance practices and forums, ensuring that team impediments and blockers are resolved in a timely manner, while also keeping executive stakeholder informed
  • Provide supporting data / insight to TS Leaders and Portfolio Managers where necessary
  • Report into Executive leadership regularly to provide status updates


People Leadership

  • Responsible for leading members of Agile delivery teams, in managing day-to-day activities and performance objectives in alignment with TS goals and objectives
  • Responsible for the professional growth of team members in the tradition of Definity’s employee culture of diversity, inclusiveness, wellness, and job-satisfaction
  • Provides leadership to attract and retain high-quality talent


What do you bring to the role?

  • Undergraduate Degree in Business/Commerce or a Technology Discipline (Computer Science, Engineering)
  • 10+ years relevant experience.
  • 5+ years of leading and implementing technology initiatives in financial services
  • 2+ years of people management and team development
  • Strong experience in executing Agile methodology, working with, and leading scrum teams
  • Subject matter expert in a range of technology with extensive technical experience
  • Experience in successfully delivering initiatives with matrix structured teams consisting of dedicated and shared resources
  • Demonstrate an ability to lead and manage a team in a busy and changing environment while fostering positive performance and engagement
  • Models solid leadership skills with the ability to coach, develop, motivate, and retain staff
  • Strong analytical, time management and organizational skills
  • Proactively communicates information in a clear and positive manner. Layering excellent decision-making skills with a natural aptitude for observation
  • Exceptional organizational and time-management skills to multi-task and effectively manage competing and changing priorities
  • Experience in Insurance platforms such as Guidewire is considered an asset
  • Experience in delivering digital solutions is considered an asset
  • Experience in Canadian P&C insurance is considered an asset
  • Demonstration of a can-do attitude, with ability to effectively navigate through challenges
  • Practical knowledge of project management techniques, tools, methodologies


We also take potential into consideration. If you don’t have this exact experience, but you know you have what it takes, be sure to give us more insight through your application and cover letter.

We also take potential into consideration. If you don’t have this exact experience, but you know you have what it takes, be sure to give us more insight through your application and cover letter.

Go ahead and expect a lot — you deserve it, and we’ve got it: 

  • 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

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 a background check (including criminal checks and leadership references).

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