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Added 12 mins ago
AE
Manager of Compliance - Privacy
American Express
Toronto, ON
- Full-time
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Coordinator, Community Engagement
Trillium Health Partners
Mississauga, ON
- Full-time
Reporting to the Manager, Community Engagement the Coordinator will support the Community Engagement team, assisting with logistics, execution, production, and wrap up of THPF’s Signature…
Added 12 mins ago
HR Advisor - Employee Relations
New Age Services Inc.
Calgary, AB
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TH
Pro Account Sales Part Time (ST. JOHN'S)
The Home Depot
St. John's, NL
- Part-time
Spends minimum of 25% of time pursuing new business, most of which to be spend on the sales floor, actively prospecting customers already shopping in the store.
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TH
Pro Sales Associate Full Time (CARLETON PLACE)
The Home Depot
Carleton Place, ON
- Full-time
Spends minimum of 25% of time pursuing new business, most of which to be spend on the sales floor, actively prospecting customers already shopping in the store.
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A
Reactor Components Manager
AtkinsRéalis
Mississauga, ON
- Full-time
…engineering groups. We have been providing a wide range of services to the nuclear industry in Canada and around the world since for more than 60 years. We are proud to be the steward of…
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A
Engineering Manager Mechanical Engineering, Port Elgin
AtkinsRéalis
Port Elgin, ON
- Full-time
The Engineering Manager Mechanical Engineering, Port Elgin office is responsible for leading a group of Mechanical Design and Process System Engineers executing design or field work for…
Added 12 mins ago
JI
Strategic Partnerships & Business Development Manager
Jumbo Interactive
Calgary, AB
- Full-time
The Strategic Partnerships & Business Development Manager is responsible for expanding the corporate relationships and commercial opportunities that support Stride’s lottery programs and…
Added 12 mins ago
JI
Senior Manager, Project Management
Jumbo Interactive
Calgary, AB
- Full-time
…funding for healthcare initiatives, research, and community…
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7722 - Seasonal Sales Help
Lids
Niagara Falls, ON
- $17.95 USD / hour
- Temporary
…presentations, and be a subject matter expert in our products and…
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7802 - 3rd Key
Lids
Vancouver, BC
- $18.75 USD / hour
- Part-time
…presentations, and be a subject matter expert in our products and…
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L
7794 - 3rd Key
Lids
Vancouver, BC
- $18.75 USD / hour
- Part-time
…presentations, and be a subject matter expert in our products and…
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L
5729 - 3rd Key
Lids
Barrie, ON
- $18.45 USD / hour
- Part-time
…presentations, and be a subject matter expert in our products and…
Added 13 mins ago
TH
Pro Account Sales Part Time (ST. JOHN'S)
The Home Depot Canada
St. John's, NL
- Part-time
Spends minimum of 25% of time pursuing new business, most of which to be spend on the sales floor, actively prospecting customers already shopping in the store.
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AI Architect
Yochana
Vancouver, BC
- Contract
Ensure the platform is scalable, secure, and aligned with long-term business strategy.
Added 13 mins ago
TS
Cook
The Salvation Army in Canada
Newmarket, ON
- Full-time
Receives calls and takes messages for the Business Manager in their absence. Passes information on to appropriate staff, as required, and acts on emergency therapeutic dietary requests.
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TR
Journeyperson Heavy Duty Mechanic
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Edmonton, AB
- Internship
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Added 13 mins ago
SE
Account Manager
Search Engine People Inc.
Pickering, ON
- Full-time
Role Description The Account Manager is a full-time hybrid role based in Pickering, ON, with flexibility for some work from home. In this role, the Account Manager will manage a portfolio…
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TH
Loss Prevention Specialist Full Time (MONCTON)
The Home Depot Canada
Moncton, NB
- Full-time
…concerns of all associates and remain focused on store specific business…
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GT
Learning Solutions Architect
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Toronto, ON
- $50 to $57 CAD / hour
- Contract
…long-term/multi-year learning strategies and roadmaps based on business needs and enterprise strategy. This position manages relationships and deliverables across multiple phases and waves.…
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Project Manager
Tenova
Mississauga, ON
- Full-time
The Project Manager will be accountable for ensuring that projects are properly chartered, planned and executed within agreed to parameters for scope, cost, schedule and quality. As a…
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A
Senior Finance Manager
Altis
Kingston, ON
- $105,000 to $110,000 CAD / year
- Full-time
…client, a leading post-secondary institution, is seeking a Senior Manager, Finance Services to help shape a newly integrated finance service…
Added 13 mins ago
PF
Accounts Receivable Specialist
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- Full-time
…coast, Parts for Trucks offers a complete range of products and services for all makes of trucks and trailers. We take pride in our commitment to quality, customer satisfaction, and…
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5713 - 3rd Key
Lids
Victoria, BC
- $18.75 USD / hour
- Part-time
…presentations, and be a subject matter expert in our products and…
Added 13 mins ago
A
Développeur(se) Fullstack Java / React | Full Stack Java / React Developer
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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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