AVP, Strategic Technology Delivery – Claims

Definity Financial Corporation; Toronto; Hybrid; CAD 167,000 - 217,000; Full time

Benefits offered by this job

Company share ownership program

Incentive program

Pension and RRSP contributions

Volunteer days and matching donations

Tuition assistance and study leave

Inclusion initiatives and support for;

Wellness and recognition programs

Product/service discounts

Job summary

Definity Financial Corporation in Toronto, ON, is seeking an AVP, Strategic Technology Delivery – Claims to shape and execute the strategic technology roadmap for Claims and Customer Interaction (CI). You will partner with Claims leadership, Technology Services, and vendors to deliver measurable business value through agile delivery, portfolio governance, and transformation programs.

The role requires 12+ years of leadership in technology delivery, with a track record of large-scale programs and

Qualifications

• 12+ years of progressive leadership experience in technology delivery and transformation.
• Proven track record leading large-scale strategic programs and enterprise-wide initiatives.
• Strong experience operating in Agile, Product, and DevOps environments.
• Ability to lead cross-functional, matrixed teams across business and technology.
• Experience developing business cases, securing funding, and presenting recommendations to leadership.
• Strong stakeholder management and vendor relationship skills.
• Insurance industry experience, especially in Claims or Digital channels, preferred.

Responsibilities

• Align technology initiatives with Claims strategy and operational priorities.
• Develop and maintain the strategic technology roadmap for Claims and Customer Interaction (CI).
• Lead the development of business cases, investment proposals, and funding recommendations.
• Collaborate with Architecture, Data, Cybersecurity, Infrastructure, and Platform teams to define solutions.
• Oversee end-to-end delivery of complex technology and transformation programs.
• Drive agile delivery, governance, and executive reporting.

Skills

Leadership experience in technology

Agile, Product, DevOps

Stakeholder management

Business case development

Vendor relationships

Insurance industry familiarity

Education

Bachelor’s or Master’s degree in relevant field

Job description

AVP, Strategic Technology Delivery – Claims

Toronto, ONT, Canada

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.

The AVP, Strategic Technology Delivery – Claims is responsible for defining and delivering the strategic technology roadmap for Claims and Customer Interaction (CI), serving as the key link between business strategy and technology execution. Partnering closely with business leaders, Technology Services, enterprise architecture, and external vendors, this role oversees the development of technology solutions, business cases, and delivery strategies that support digital transformation and operational excellence.

The AVP leads the end-to-end delivery of complex technology and business transformation initiatives, ensuring investments are executed effectively and deliver measurable business value. This role drives agile delivery, portfolio governance, and stakeholder alignment while building and leading high-performing cross-functional teams to support Definity's customer, digital, and operational transformation objectives.

What to Expect

• Partner with Claims leadership to align technology initiatives with business strategy, transformation goals, and operational priorities.
• Develop and maintain the strategic technology roadmap and portfolio for Claims and Customer Interaction (CI).
• Lead the development of business cases, investment proposals, and funding recommendations for large-scale technology initiatives.
• Collaborate with Architecture, Data, Cybersecurity, Infrastructure, and Platform teams to define sustainable technology solutions.
• Oversee the end-to-end delivery of complex technology and business transformation programs.
• Ensure initiatives are delivered on time, within budget, and aligned with expected business outcomes and benefits.
• Drive agile delivery practices, continuous improvement, and operational excellence across technology initiatives.
• Monitor program performance, risks, dependencies, and delivery health, providing executive-level reporting and governance.
• Build and lead high-performing cross-functional teams, fostering a culture of accountability, innovation, and customer‑centric delivery.
• Lead organizational change and transformation efforts, ensuring stakeholder readiness, adoption, and realization of strategic business outcomes.

What you Bring

• Bachelor’s or Master’s degree in Computer Science, Information Technology, Engineering, Business Administration, or a related field.
• 12+ years of progressive leadership experience in technology delivery, program management, application development, or business transformation.
• Proven track record leading large-scale strategic programs, portfolios, and enterprise-wide transformation initiatives.
• Strong experience operating within Agile, Product, and DevOps environments.
• Demonstrated ability to lead and influence cross‑functional, matrixed teams across business and technology functions.
• Experience developing business cases, securing funding, and presenting recommendations to executive leadership and governance committees.
• Strong stakeholder management skills, with the ability to build partnerships across business, technology, and vendor organizations.
• Experience managing technology vendors, consulting partners, and strategic supplier relationships.
• Strong strategic thinking, execution, and change leadership capabilities.
• Insurance industry experience, particularly within Claims, Customer Operations, or Digital Channels, is preferred.

Salary Range

$166,500-$216,500

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.

This position is being posted to fill an existing vacancy.

What’s in it for you?

• Company share ownership program
• Incentive Program - 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.
• 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

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 [e-mail].

As part of Definity’s commitment to reconciliation, we acknowledge that our work, meetings, and travel take place on the lands now known as Canada, and recognize the enduring presence, wisdom, and stewardship of the First Nations, Métis, and Inuit peoples who have long cared for these lands.

Background checks

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