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Added 14 mins ago
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Private Wealth Analyst, Summer 2027 (Co-op/Internship) - 4 months
BMO
Toronto, ON · FCP
- Full-time
Supports the execution of strategic initiatives; includes tracking metrics and milestones.
Added 14 mins ago
A
Intermediate Cost Analyst
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Mississauga, ON
- Full-time
Reporting to the Cost Estimating Manager, the Intermediate Cost Analyst is responsible for developing and maintaining cost and economic models supporting new nuclear development projects,…
Added 28 mins ago
Manager, Commercial Asset Management
Trans Mountain
Calgary, AB
Trans Mountain is seeking a collaborative, motivated, and values driven individual to join our dynamic team as a Manager, Commercial Asset Management. In this position, you will play a key…
Added 28 mins ago
TT
Sr. Technology Project Manager
Tundra Technical Solutions
Toronto, ON
- $97,000 to $110,000 CAD / year
- Full-time
The Senior Technology Project Manager is responsible for leading the successful delivery of complex technology programs and projects that support organizational priorities. This role…
Added 28 mins ago
CM
Manager of Policy and Market Access
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Ottawa, ON
- Full-time
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Added 28 mins ago
FL
Talent Acquisition Manager
Falco Logistics
Toronto, ON
- $85,000 to $110,000 CAD / year
- Full-time
…growth and is looking for an experienced Talent Acquisition & HR Manager to help lead this expansion and build the People infrastructure required for the company's next…
Added 29 mins ago
DI
Senior Manager, Digital Experience and Growth
Definity Insurance Company
Toronto, ON
- Full-time
Capability Building & Strategic Leadership: Proven success in shaping, establishing, and scaling a digital experience and growth capability from the ground up. Demonstrated ability to prove…
Added 29 mins ago
Quality & Patient Safety Leader - Quality & Patient Safety
Nova Scotia Health and IWK Health
Halifax, NS
Reporting to the Manager, Quality Improvement & Safety, the Quality Improvement & Safety Leader will provide leadership within NSH’s overall provincial and zone programs for quality,…
Added 29 mins ago
VE
Technical and Regulatory Specialist
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- Full-time
Strategic Outbound Routing: Develop a waste routing plan with an emphasis on the flow of outbound materials to specific disposal facilities based on capacity, cost-efficiency, and facility…
Added 29 mins ago
Sales Representative - St Albert
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…availability and visibility, and execute sales and merchandising initiatives that support business…
Added 29 mins ago
Sales Representative - Regina
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…availability and visibility, and execute sales and merchandising initiatives that support business…
Added 29 mins ago
MANAGER STANDARDS & INNOVATION
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Added 29 mins ago
Sales Representative - Orangeville
Encore Market Engagement
Orangeville, ON
…availability and visibility, and execute sales and merchandising initiatives that support business…
Added 44 mins ago
SP
Commercial Leasing Manager
Southwest Properties
Halifax, NS
- Full-time
As Commercial Leasing Manager, you will be responsible for the strategic leasing, financial performance, tenant relations, and operational oversight of Southwest Properties’ commercial…
Added 44 mins ago
TC
Registered Dietitian
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- Full-time
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Added 44 mins ago
Area Manager II, YYZ4
Amazon
Brampton, ON
As an Area Manager II at an Amazon fulfillment center, you'll act as a strategic leader overseeing upto 80 associates while driving department level operational improvements. You'll conduct…
Added 58 mins ago
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Cloud Technical Program Manager
Entrust
Canada
- Full-time
Entrust is currently looking for a Cloud Technical Program Manager to join our team. This position is based in our Shakopee, Minnesota, Ottawa, Canada, or Paris, France office and will…
Added 59 mins ago
Portfolio Asset Manager
Infrastructure Ontario
Toronto, ON
Infrastructure Ontario is seeking a Portfolio Asset Manager to provide strategic leadership in the stewardship, optimization, and long-term sustainability of the Government Real Estate…
Added 1 hour ago
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Mortgage Specialist
BMO
Richmond Hill, ON
- Full-time
Supports the execution of strategic initiatives in collaboration with internal and external stakeholders.
Added 1 hour ago
CO
Manager, Transit Operations
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Regina, SK · Transit Operations Centre
- Full-time
The Manager will provide strategic planning and input into development of business plans and performance metrics to ensure achievement of business objectives.
Added 1 hour ago
IMIT Business Analyst - HIM Coding Classification & Terminology Standards
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…IMIT applications aligned with NS Health’s and its client’s strategic mission, vision and goals. The BA performs a variety of tasks, including but not limited to evaluation of requests for…
Added 1 hour ago
National Accounts Manager
ASSA ABLOY
London, ON · Mississauga, ON
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Added 2 hours ago
OT
Director, FICC, Global Trading – Total Fund Management
Ontario Teachers' Pension Plan
Toronto, ON
- Full-time
…reporting directly to the Managing Director of Global Trading. As manager of the FICC trading team, you will provide leadership and drive strategic decision making in collaboration with the…
Added 2 hours ago
UC
Guidewire Transformation Manager
Us3 Consulting
Toronto, ON
- $160,000 to $195,000 CAD / year
- Full-time
We are looking for an accomplished Guidewire Transformation Manager to play a pivotal role in delivering a major technology modernization initiative within the Canadian Property & Casualty…
Added 3 hours ago
J
Senior Product Manager - LPO & Analytics
Jobgether
Canada
- Full-time
This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Senior Product Manager – LPO & Analytics based in Canada.

Us3 Consulting

Guidewire Transformation Manager

Toronto, ON, Canada

$160,000 to $195,000 CAD / year · Full-time

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Job details

Pay: $160,000 to $195,000 CAD / year
Job type: Full-time
Apply by: Dec 2, 2026
Experience: 10+ years of experience in technology delivery, business transformation, or enterprise program management.
Posting language: English
Posted: Nov 2, 2026

Original job description

Guidewire Transformation Manager

Location: Canada – Hybrid

Employment Type: Permanent or Contract

Sector: Property & Casualty (P&C) Insurance / Insurance Technology

Experience Level: Senior Management

About the Opportunity

We are looking for an accomplished Guidewire Transformation Manager to play a pivotal role in delivering a major technology modernization initiative within the Canadian Property & Casualty insurance sector.

This position offers the opportunity to shape and lead business-critical transformation programs, modernizing legacy insurance platforms, introducing new digital capabilities, and improving how insurance products and services are delivered.

Working closely with executive leadership, business stakeholders, and technology teams, you will provide the strategic direction and hands-on delivery oversight required to achieve successful transformation outcomes.

The successful candidate will bring substantial Guidewire experience, strong commercial awareness, and an excellent understanding of the Canadian insurance landscape.

Your Key Responsibilities

Transformation Leadership

Take ownership of large-scale Guidewire transformation programs, ensuring strategic objectives translate into achievable delivery plans.
Develop and maintain implementation strategies, transformation roadmaps, program budgets, and delivery milestones.
Guide organizations through core platform replacement, modernization, and Guidewire Cloud adoption.
Oversee transformation initiatives spanning Guidewire PolicyCenter, ClaimCenter, and BillingCenter.
Identify delivery challenges early, develop mitigation strategies, and ensure business priorities remain aligned with technology outcomes.

Program Execution & Delivery

Coordinate multiple delivery streams, including solution design, configuration, integrations, data migration, testing, and deployment.
Lead multidisciplinary teams involving business analysts, architects, developers, project managers, and external delivery partners.
Establish effective governance structures, program controls, and performance reporting.
Manage third-party consulting partners and systems integrators, ensuring accountability for agreed deliverables.
Support Agile and hybrid delivery models, driving collaboration, efficiency, and continuous improvement.
Oversee implementation readiness, cutover planning, business transition, and post-deployment stabilization.

Canadian Insurance Market Alignment

Collaborate with insurance business units supporting Canadian personal and commercial lines, including automobile, property, casualty, liability, and specialty insurance products.
Ensure technology transformation initiatives accommodate applicable provincial and federal regulatory requirements.
Understand regional variations in insurance products, automobile insurance models, distribution channels, and underwriting practices.
Partner with underwriting, claims, billing, actuarial, product, and broker distribution teams to improve business processes.
Support appropriate regulatory and compliance considerations, including OSFI guidelines where applicable, provincial insurance requirements, and privacy obligations.
Work with business stakeholders to ensure Guidewire capabilities support broker networks, policyholders, and evolving customer expectations.

Stakeholder Engagement & Business Change

Build productive relationships with senior executives, business sponsors, technology leaders, and delivery teams.
Provide clear visibility of program performance, financial status, risks, and critical decisions.
Promote organizational readiness and support the transition to new operating models and technology platforms.
Work with business leaders to improve processes, reduce operational complexity, and encourage adoption of new capabilities.
Define and monitor measures of success, ensuring investments produce tangible operational and commercial benefits.

What We're Looking For

Essential Experience

10+ years of experience in technology delivery, business transformation, or enterprise program management.
A minimum of 5 years leading Guidewire implementations, modernization programs, or complex Guidewire delivery initiatives.
Demonstrable experience working with Canadian P&C insurance carriers and an understanding of the Canadian insurance ecosystem.
Strong knowledge of Guidewire InsuranceSuite, particularly PolicyCenter, ClaimCenter, and BillingCenter.
Experience managing enterprise-level, multimillion-dollar technology transformation initiatives.
Knowledge of Canadian personal and commercial insurance operations, distribution channels, and regulatory requirements.
Proven ability to coordinate large teams, external consulting organizations, and geographically distributed stakeholders.
Strong understanding of program governance, financial planning, delivery risk, and organizational change.
Experience with Agile, SAFe, or hybrid project delivery methodologies.
Exceptional leadership, communication, stakeholder management, and decision-making capabilities.

Additional Skills That Would Be Advantageous

Previous involvement in Guidewire Cloud migration or SaaS adoption programs.
Guidewire certification or formal training in Guidewire implementation methodologies.
Experience working with Canadian national insurers, regional carriers, or leading insurance consulting organizations.
Knowledge of Canadian insurance technology platforms, enterprise integrations, and data modernization.
PMP, PgMP, SAFe, or comparable professional certification.
Familiarity with regulatory bodies such as FSRA in Ontario, AMF in Québec, and other applicable provincial regulators.
Experience implementing new digital insurance capabilities, automation, and operational transformation initiatives.

What You'll Bring to the Role

We are particularly interested in individuals who can demonstrate a successful history of translating complex transformation strategies into practical business outcomes.

You will be comfortable operating at executive level while retaining the technical and operational understanding required to challenge delivery plans, resolve issues, and maintain momentum across major programs.

A collaborative leadership style, commercial judgment, and the ability to navigate the complexities of large Canadian insurance organizations will be essential.

What Success Will Look Like

Guidewire transformation initiatives delivered against agreed scope, quality, financial, and schedule objectives.
Successful migration from legacy systems to modern insurance technology platforms.
Strong business adoption and smooth operational transitions.
Improved efficiency across claims, underwriting, billing, and policy administration.
Effective collaboration between internal stakeholders, external vendors, and delivery teams.
Measurable improvements in customer experience, business agility, and operational performance.

Apply

If you are an experienced Guidewire transformation professional with a strong understanding of the Canadian P&C insurance market and a passion for delivering meaningful technology change, we would welcome the opportunity to speak with you.

Join a transformational program helping shape the next generation of insurance technology in Canada.

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More about this job

Responsibilities

Lead large-scale Guidewire transformation programs, including platform modernization, cloud adoption, implementation planning, and delivery across PolicyCenter, ClaimCenter, and BillingCenter. Coordinate multidisciplinary teams and vendors, manage governance and risks, and align technology changes with Canadian insurance operations, regulatory requirements, and business outcomes.

Requirements

Requires 10+ years of technology delivery, business transformation, or enterprise program management experience, including at least five years leading Guidewire initiatives and experience with Canadian P&C insurers. Candidates should have strong InsuranceSuite knowledge, multimillion-dollar program leadership, Canadian insurance and regulatory understanding, and expertise in governance, financial planning, change management, and Agile, SAFe, or hybrid delivery.

Skills

Guidewire Transformation
Program Management
Guidewire InsuranceSuite
PolicyCenter
ClaimCenter
BillingCenter
Canadian P&C Insurance
Program Governance
Financial Planning
Risk Management
Agile Delivery
SAFe
Stakeholder Management
Organizational Change Management
Data Migration
Guidewire Cloud Adoption

Visa sponsorship

Not detected in the job text

Keywords

Guidewire
Guidewire InsuranceSuite
PolicyCenter
ClaimCenter
BillingCenter
Guidewire Cloud
P&C Insurance
Canadian Insurance
Technology Transformation
Program Management
Program Governance
Program Budgets
Systems Integration
Data Migration
Solution Design
Testing
Deployment
Cutover Planning
Agile
SAFe
Hybrid Delivery
Organizational Change Management
OSFI
FSRA
AMF
PMP
PgMP
Insurance Regulation
Digital Insurance
SaaS Adoption

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