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Added 7 mins ago
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Financial Services Regulatory Authority (FSRA)

Director, Transformation & Regulatory Modernization

Toronto, ON, Canada
FSRA Head Office, Canada

Hiring Range: $149,00-$199,00 (hiring range and will be determined based on the successful candidate's qualifications, skills, and relevant experience) · Full-time

Apply on fsra.wd3.myworkdayjobs.com About employer

Applications open in a new tab.

Job details

Pay: Hiring Range: $149,00-$199,00 (hiring range and will be determined based on the successful candidate's qualifications, skills, and relevant experience)
Job type: Full-time
Apply by: Nov 13, 2026
Posting language: English
Posted: Oct 30, 2026

Original job description

At FSRA, our vision is to ensure financial safety, fairness, and choice for Ontarians. As a financial services regulator, we’re passionate about protecting consumers. Our principles-based approach means we can quickly and effectively respond to the changing needs of consumers and the industry.

Our team combines industry expertise with commitment to public service. We attract individuals who are interested in meaningful work and who measure success through outcomes, not inputs.

At FSRA, we invest in the personal and professional growth of our team. We offer a competitive compensation package that includes an employer-matched defined benefit pension plan, and a comprehensive and competitive benefits plan. We prioritize learning and development, wellbeing, diversity, equity, inclusion and belonging, and community giving.

Join FSRA and help us shape the future of regulation for generations to come!

Job Description:

Hiring Range: $149,00-$199,00 (hiring range and will be determined based on the successful candidate's qualifications, skills, and relevant experience)

PURPOSE OF POSITION

To provide strategic leadership, business ownership, and program direction for FSRA’s Property & Casualty Auto Transformation Program, a multi-year initiative to modernize auto insurance regulation through the implementation of a new supervisory technology platform and future-state operating model.

The position leads the design, implementation, change management, benefits realization, and operational transition required to enable FSRA’s future Auto Insurance Supervisory Model, including insurer accreditation, risk-based supervision, advanced analytics, streamlined regulatory processes, and enhanced market oversight. Working collaboratively with internal business areas, technology partners, system integrators, insurers, and other stakeholders, the position supports FSRA’s broader modernization agenda by advancing innovative, data-driven, automated, and sustainable supervisory approaches that strengthen regulatory effectiveness and improve consumer outcomes in Ontario.

KEY RESPONSIBILITIES

Auto Transformation Program Leadership

Lead the delivery of FSRA's Auto Transformation Program, ensuring successful implementation of the new supervisory technology platform, associated business processes, and future-state operating model.
Establish and maintain program governance, executive reporting, performance measures, and oversight mechanisms to support successful delivery.
Manage program scope, budget, timelines, risks, dependencies, and resource requirements while ensuring alignment with strategic objectives and approved business outcomes.
Lead implementation planning, readiness assessments, operational transition activities, and post-implementation stabilization.
Provide strategic advice and recommendations to senior leadership on program direction, delivery risks, and transformation opportunities.

Supervisory Modernization and Business Transformation

Lead the design of the future-state supervisory operating model supporting risk-based regulation and insurer accreditation.
Work across supervision, actuarial, policy, legal, operations, and technology teams to redesign business processes and improve regulatory effectiveness.
Ensure the transformation supports enhanced supervisory capabilities, proactive oversight, market intelligence, and consumer outcome monitoring.
Drive process simplification, automation, standardization, and continuous improvement across regulatory operations.

Technology Enablement and Innovation

Partner with Information Technology, vendors, and system integrators to ensure business requirements are effectively translated into technology solutions.
Champion the use of automation, artificial intelligence, workflow technologies, and advanced analytics to improve supervisory effectiveness and efficiency.
Guide development of capabilities including risk-based filing triage and decisioning, regulatory workflow and case management, supervisory analytics and market intelligence, AI-assisted supervision, digital insurer experience and self-service functionality and enterprise reporting and regulatory intelligence capabilities.

Stakeholder Engagement and Change Leadership

Serve as the primary business lead for stakeholder engagement related to the transformation program.
Build and maintain strong relationships with insurers, industry associations, technology partners, and other stakeholders.
Lead organizational change management, communications, training, and adoption activities required to support successful implementation.
Represent FSRA at industry forums, conferences, working groups, and stakeholder engagements related to regulatory modernization and supervisory transformation.

Benefits Realization and Business Performance

Monitor achievement of expected outcomes, including reduced filing review cycle times, increased supervisory capacity, improved stakeholder experience, enhanced regulatory intelligence, greater operational efficiency and improved market oversight capabilities.
Establish and maintain a comprehensive governance and performance management framework, including KPI tracking, outcome measurement, benefits realization, and executive reporting, to ensure delivery of strategic objectives and sustainable transformation outcomes

Leadership and People Management

Lead and develop a team responsible for transformation delivery, business modernization, and strategic initiatives.
Foster collaboration across supervision, actuarial, policy, legal, operations, data, and technology teams.
Contribute to the ongoing evolution of FSRA's Auto Insurance Supervisory Model and broader regulatory modernization efforts.
Champion innovation, accountability, continuous improvement, and evidence-based decision-making.

QUALIFICATIONS

Education

University degree in business, public administration, technology, finance, insurance, economics, engineering, or a related field or an equivalent combination or education and experience
Master's degree, project management designation, or relevant professional designation considered an asset.

Experience

10+ years of progressive leadership experience within the property and casualty insurance sector, financial services, regulatory environment, or a similarly complex operating environment.
Demonstrated experience leading major business and technology transformation initiatives
Experience leading complex organizational change and business transformation initiatives impacting both internal and external stakeholders.
Experience leveraging technology, analytics, automation, and artificial intelligence to improve business outcomes.

Knowledge and Skills

Executive-level experience serving as a senior business lead, program owner, or transformation sponsor for complex, enterprise-scale technology implementations.
Proven ability to engage effectively with executive leadership, external vendors, industry stakeholders, and governance bodies to advance strategic priorities and delivery outcomes.
Advanced understanding of the property and casualty insurance sector, including regulatory environments, market dynamics, emerging risks, and industry trends.
Deep knowledge of digital transformation, operating model design, business process modernization, technology-enabled service delivery, and implementation best practices.
Strong understanding of supervisory frameworks, risk-based regulation, governance models, accountability structures, and performance measurement disciplines.
Exceptional strategic judgement, enterprise program leadership, decision-making, and stakeholder relationship management capabilities.
Highly effective communication, executive briefing, negotiation, and influencing skills, with the ability to build alignment across diverse audiences.
Ability to synthesize complex business, regulatory, operational, and technology issues into clear recommendations, practical implementation strategies, and measurable outcomes.
Demonstrated record of successfully leading large-scale transformation and change initiatives, while building engaged, accountable, and high-performing teams.

*Please note this is an existing vacancy. The position will close at 12AM on the expiry date*

Employment Type:

Regular

Scheduled Weekly Hours:

36.25

FSRA is committed to ensuring equity in employment. Our goal is to create a diverse, inclusive workforce that reflects the communities we serve and to ensure our services and communications are accessible to all individuals. Accommodation is available under the Ontario Human Rights Code.

NOTE: ONLY QUALIFIED CANDIDATES WILL BE CONSIDERED

Apply on fsra.wd3.myworkdayjobs.com About employer

More about this job

Responsibilities

The Director leads the Property & Casualty Auto Transformation Program, overseeing the implementation of new supervisory technology and future-state operating models. They are responsible for driving organizational change, managing stakeholder relationships, and ensuring the program meets strategic regulatory and performance objectives.

Requirements

Candidates must have 10+ years of progressive leadership experience in the financial services or regulatory sector, with a proven track record in large-scale business and technology transformation. A university degree is required, while a Master's degree or professional designation is considered an asset.

Skills

Strategic leadership
Business transformation
Regulatory modernization
Program management
Change management
Risk-based supervision
Property and casualty insurance
Data-driven decision making
Automation
Artificial intelligence
Stakeholder engagement
Performance management
Operating model design
Regulatory compliance
Financial services

Benefits

Defined benefit pension plan
Comprehensive benefits plan
Learning and development
Wellbeing programs
Diversity, equity, inclusion and belonging initiatives
Community giving

Visa sponsorship

Not detected in the job text

Keywords

Transformation
Regulatory Modernization
Auto Insurance
Supervisory Technology
Operating Model
Change Management
Benefits Realization
Risk-based Regulation
Advanced Analytics
Market Oversight
Automation
Artificial Intelligence
Workflow Technologies
KPI Tracking
Governance
Financial Services
Property and Casualty Insurance
Strategic Leadership
Stakeholder Management
Digital Transformation

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