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Insurance Transformation Jobs in Ontario (NOW HIRING)

Experience delivering Commercial Insurance digital transformation, PoCs, or product accelerators. * Experience with GenAI/LLM solutions, RAG, AI agents, model APIs, or enterprise AI platforms.

AVP, Change Practice

Markham, ON · Hybrid

CA$160K - CA$185K/yr

We're not just about insurance; we're about making a real difference by protecting what matters most. The Opportunity Reporting to the VP, Enterprise Transformation, the AVP, Change Practice plays a ...

AVP, Change Practice

Toronto, ON · Hybrid

CA$160K - CA$185K/yr

We're not just about insurance; we're about making a real difference by protecting what matters most. The Opportunity Reporting to the VP, Enterprise Transformation, the AVP, Change Practice plays a ...

Showing results 21-40

Insurance Transformation information

What is insurance transformation?

Insurance transformation refers to the process where insurance companies adopt new technologies, processes, and business models to improve efficiency, customer experience, and competitiveness. This often involves digitalizing operations, leveraging data analytics, and automating workflows to better meet the changing needs of customers and regulatory environments. The goal is to modernize legacy systems, streamline claims and underwriting, and create innovative insurance products. Successful transformation can help insurers stay relevant in a rapidly evolving industry and respond more quickly to market demands.

What are the key skills and qualifications needed to thrive in insurance transformation, and why are they important?

To thrive in Insurance Transformation, you need a solid understanding of insurance operations, digital transformation principles, and project management, often supported by a degree in business, IT, or related fields. Familiarity with core insurance platforms, data analytics tools, and certifications like PMP or Agile methodologies is highly valuable. Exceptional communication, change management, and stakeholder collaboration skills help drive adoption and manage organizational shifts. These capabilities are crucial for successfully leading modernization efforts and ensuring insurers remain competitive in a rapidly evolving industry.

What are some common challenges faced by professionals working in insurance transformation roles?

Professionals in Insurance Transformation often encounter challenges such as navigating legacy systems, managing resistance to change among staff, and aligning technology upgrades with regulatory requirements. These roles require strong project management and communication skills to successfully implement new digital solutions while ensuring minimal disruption to daily operations. Collaborating with cross-functional teams—including IT, compliance, and business units—is crucial for achieving seamless transitions and long-term success.

What is the difference between Insurance Transformation vs Insurance Underwriter?

AspectInsurance TransformationInsurance Underwriter
Primary RoleLeading initiatives to modernize and optimize insurance processes, systems, and business modelsAssessing risks and determining policy terms for individual insurance applications
Required SkillsProject management, change management, industry knowledge, technical skillsRisk assessment, underwriting expertise, industry regulations, decision-making
Work EnvironmentCross-functional teams, strategic planning, often in corporate or consulting settingsUnderwriting departments, insurance companies, client-facing roles
CertificationsTypically none specific; industry knowledge and project management certifications helpfulChartered Property Casualty Underwriter (CPCU), Fellow of the Insurance Institute of America (IIA)

Insurance Transformation focuses on modernizing insurance operations through strategic initiatives, while Insurance Underwriters evaluate individual risks to determine policy terms. Both roles require industry knowledge, but their responsibilities and work environments differ significantly.

What are popular job titles related to Insurance Transformation jobs in Ontario?

For Insurance Transformation jobs in Ontario, the most frequently searched job titles are:

What job categories do people searching Insurance Transformation jobs in Ontario look for?

The top searched job categories for Insurance Transformation jobs in Ontario are:

Infographic showing various Insurance Transformation job openings in Ontario as of August 2026, with employment types broken down into 1% As Needed, 68% Full Time, 27% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution.

AVP, Accounting and Controls Transformation

Toronto, ON • On-site


Sun Life Financial
Insurance Carriers • 10K+ employees

8.6

Company rating: 8.6 out of 10

Based on 18 frontline employees who took The Breakroom Quiz

94th of 315 rated insurance

People enjoy working here

Good employer

Paid breaks


Full-time

Posted 12 days ago


Job description

You are as unique as your background, experience and point of view. Here, you'll be encouraged, empowered and challenged to be your best self. You'll work with dynamic colleagues - experts in their fields - who are eager to share their knowledge with you. Your leaders will inspire and help you reach your potential and soar to new heights. Every day, you'll have new and exciting opportunities to make life brighter for our Clients - who are at the heart of everything we do.


At Sun Life, we're driven by our Purpose: helping our Clients achieve lifetime financial security and live healthier lives. Our values shape how we work: caring, authentic, bold, inspiring, and impactful.


When you join Sun Life, you'll work with passionate colleagues and empowering leaders who support your growth and celebrate your contributions, so you can make a meaningful difference in our Clients' lives.


Discover how you can make a difference in the lives of individuals, families and communities around the world.


Job Description:

About the role

Reporting to the Vice-President and Chief Financial Officer, Sun Life Health, this role is accountable for leading the transformation of the accounting and control processes supporting the Sun Life Health (SLH) business and sharing relevant improvements with other Business Units, Canadian Finance and the Corporate office as applicable.

Transforming the SLH Accounting and Controls processes and technology is critical to accurate and timely financial information for running the business and making strategic decisions.

This role will partner with peers across the Finance function to deliver impactful improvements leveraging all of the new financial data, systems and tools available. This role will lead, build, challenge and inspire an inclusive team that is focused on achieving transformative process change, leading to better management insights, faster and increasing shareholder value.

What you'll be doing

  • Lead a team of over 40 finance professionals accountable for monthly close process, reinsurance accounting and settlements, financial controls and reconciliations, and audit engagements
  • Finance leader supporting key initiatives and strategies driven by the Sun Life Health Leadership team
  • Ensure acquisitions, partnerships and related integrations are appropriately accounted for, and the relevant financial systems and controls are in place
  • Oversee the Canadian Dental Care Plan (CDCP) finance workstream, accountable for CDCP plan, forecast, and all finance deliverables
  • Drive financial systems, data and controls transformation, including streamlining processes, leveraging automation and AI where applicable, and facilitating a faster and well-controlled financial system
  • Partner with Corporate and Canadian Finance on the transformation of the financial accounting and control processes in SLH

What you'll need to succeed

  • Experience in digital and process transformation execution
  • Experience in leading through change
  • Strong analytical and problem-solving skills
  • 10+ years progressive experience and future-focused outlook
  • Experience with financial services/insurance industry an asset
  • CPA or MBA designation with related university degree
  • Experience in managing strategic initiatives or projects
  • Strong leadership skills with an ability to work across multiple functions and business groups
  • Connects the big picture, understands the business and manages complexity across deliverables
  • Drives for results, optimizes work processes and aligns work to outcomes
  • Focuses on key internal clients and their needs at senior levels
  • Operates well in ambiguity and is resilient in changing situations
  • Adapts leadership style to be effective in different situations and challenges
  • Works effectively together through engagement and influencing others, collaborates effectively, and optimizes talent
  • Excellent written and verbal communication skills
  • Excellent financial and business analytic capabilities
  • Advanced skills in process re-engineering and use of digital and/or AI as part of transformation
  • As this position is posted in several locations, we specify that bilingualism (French, English, both oral and written) is required for Quebec only as the position includes managing both French and English-speaking staff (Quebec and outside Quebec) and providing daily support to the team.

What's in it for you:

  • Being a member of the Sun Life family, a group of people united by our Purpose: to help Clients and Employees achieve lifetime financial security and live healthier lives.
  • In 2024, Sun Life ranked among the top 100 most sustainable global corporations by Corporate Knights for the 15th consecutive year, leading Canadian insurers.
  • We are proud to be on the 2024 Best Workplaces in Canada list by Great Place to Work.
  • We're also listed as one of the Best Workplaces for Women and Best Workplaces with Most Trusted Executive Teams.
  • Our unique Sabbatical Program gives you the opportunity to take up to 6 weeks off, every five years.
  • Care Days available for self-care or care of others (i.e., family or others you may support) and Sick Days to support your well-being.

The Base Pay range is for the primary location for which the job is posted. It may vary depending on the work location of the successful candidate or other factors. In addition to Base Pay, eligible Sun Life employees participate in various incentive plans, payment under which is discretionary and subject to individual and company performance. Certain sales focused roles have sales incentive plans based on individual or group sales results.


Diversity and inclusion have always been at the core of our values at Sun Life. A diverse workforce with wide perspectives and creative ideas benefits our Clients, the communities where we operate and all of us as colleagues. We welcome applications from qualified individuals from all backgrounds.


Persons with disabilities who need accommodation in the application process, or those needing job postings in an alternative format, may e-mail a request to thebrightside@sunlife.com.


We are proud to be a hybrid organization that offers our employees the choice and flexibility to work from both the office and virtually based on the needs of the business, our Clients and you.


We may use artificial intelligence to support candidate sourcing, screening, interview scheduling.


We thank all applicants for showing an interest in this position. Only those selected for an interview will be contacted.


Salary Range:

140,000/140 000 - 225,000/225 000

Job Category:

Finance

Posting End Date:

11/09/2026


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