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.

As a Technology Manager, you will be responsible for leading the end-to-end delivery of technology solutions (TS) led initiatives for commercial insurance. We are looking for technical leaders 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?

What can you expect in this role?

• Own and align engineering goals with the broader organizational strategy and to be able to foresee challenges and opportunities
• High level of self-awareness, empathy and interpersonal skills to manage team dynamics and boost employee morale
• Deep understanding of Mainframe, Java, Cloud technology, development best practices and P&C insurance knowledge
• Ability to lead diverse teams, fostering a culture of collaboration and innovation and mentoring junior to mid-level technology talent.
• Manage and maintain delivery best practices, ensuring appropriate oversight committees are in place and meet regularly
• Partner with TS Architects to coordinate high-level solution designs and Architecture Board approvals
• Capacity to make informed, data-driven decisions quickly, often balancing multiple competing priorities and constraints.
• Build strong working relationships within the TS organization to ensure optimal performance and ensure what we deliver meets key performance indicators and stated benefits
• Use appropriate fact-based metrics / assumptions to determine and convey impact on budget, time and risk.
• Work and manage all aspects of Change and Release management related to the project/pod deliverables
• Leveraging disciplined agile practices to develop and execute on an end-to-end delivery plan Expertise in managing large-scale projects, including planning, risk management and ensuring on-time delivery

What do you bring to the role?

• 10+ years relevant experience in designing, developing and managing mainframe, Java applications, middleware and cloud applications

• Undergraduate Degree in Business/Commerce or a Technology Discipline (Computer Science, Engineering)

• 5+ years of leading and implementing technology initiatives in financial services with extensive technical expertise.

• 2+ years of people management and team development

• Experience in successfully delivering initiatives with matrix structured teams consisting of dedicated and shared resources

• 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

• Extensive hands on cloud and SaaS modernization, integration , and operations experience is considered an asset .

• Passion to drive a non-hierarchical, agile operating model and ‘roll up the sleeves’, going outside his or her comfort zone to learn, and pushing the team to do the same

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 accessibility@definity.com .

Background checks

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

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