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Added 12 mins ago
FS
Lead Infrastructure Architect
Financial Services Regulatory Authority of Ontario (FSRA)
Toronto, ON
- Full-time
The Lead Infrastructure Architect plays a key role in shaping and maintaining FSRA’s hybrid cloud environment. This role provides technical leadership and oversight to ensure the…
Added 12 mins ago
JG
Microsoft Dynamics 365 Architect
J&M Group
Toronto, ON
- Contract
Define architecture blueprints, integration patterns, governance, and technology roadmaps.
Added 12 mins ago
CO
Manager, Digital Solutions
City of Saint John
Saint John, NB
- Full-time
…the City’s enterprise applications, digital solutions, and data and information management functions. This role ensures that corporate systems - including major enterprise systems and other…
Added 12 mins ago
BL
Microsoft Dynamics 365 (D365) Solution Architect - 6 to 12 Months Contract
Belmont Lavan
Canada
- Contract
Requirements2. Microsoft Dynamics 365 Expertise3. Microsoft Power Platform & Azure4. Integration & Data Architecture5. Security, Governance & Compliance6. Technical Leadership & Stakeholder…
Added 12 mins ago
BL
Microsoft Dynamics 365 Customer Engagement Architect 6 to 12 Months Contract
Belmont Lavan
Canada
- Contract
We are seeking an experienced Microsoft Dynamics 365 Customer Engagement (D365 CE) Solution Architect to lead the architecture, design, and technical delivery of enterprise-scale Microsoft…
Added 12 mins ago
HT
Master Data Mgmt Analyst
Husky Technologies
Bolton, ON
- Full-time
Process master data requests in accordance with data governance policies and guidelines, within the defined service level agreements
Added 12 mins ago
HT
Director, Finance (CSM)
Husky Technologies
Bolton, ON
- Full-time
…for financial planning, forecasting, performance analysis, governance, and decision support to drive profitable growth, improve operational performance, and strengthen financial visibility…
Added 12 mins ago
T
Senior Planner, Transportation Facilities
TransLink
Vancouver, BC · Greater Vancouver, BC
- $100,080 to $150,120 CAD / year
- Full-time
Provides advanced transportation facilities planning expertise, leadership and project management to lead the development of transportation facilities planning policies, plans, design…
Added 12 mins ago
MN
26-140 - Senior Director, Human Resources
Métis Nation British Columbia
Surrey, BC
- Full-time
…service-oriented HR function grounded in clear policy, accurate data and consistent…
Added 12 mins ago
U
Human Resources Manager
Univeris
Toronto, ON
- $95,000 to $110,000 CAD / year
- Full-time
…fostering AI-augmented HR automation alongside cross-border…
Added 13 mins ago
Network Designer (Projects)
Dollarama
Mont-Royal, QC
…modernization, and global expansion. Reporting to the Team Lead – Network Architecture, you will lead the technical design and hands-on implementation of complex enterprise network…
Added 13 mins ago
T
Senior Project Manager
Talentuch
Remote, Canada
- Full-time
- Remote
You’ll lead several client engagements at once and own their scope, budget, schedule and quality. Clients, from executive sponsors to marketing and IT leads, will rely on you as their main…
Added 13 mins ago
Manager, Workforce Insights
Scotiabank
Toronto, ON
…Enterprise Security, with accountability for workforce planning governance, capacity transparency, demand forecasting, reporting, insights and service…
Added 13 mins ago
Manager, Global Events
Zafin
Toronto, ON
…enables organizations to move faster while maintaining the governance, accountability, and control required in highly regulated…
Added 13 mins ago
Azure Cloud Architect - Manager
EY
Edmonton, AB · AB · Vancouver, BC · Victoria, BC · Winnipeg, MB · Dieppe, NB · Saint John, NB · St. John's, NL · Halifax, NS · London, ON · Ottawa, ON · Toronto, ON · ON · Saskatoon, SK · Calgary, AB · Waterloo, ON
You will enable, drive and lead initiatives focusing on establishing and embedding cloud architecture & design governance across the organization.
Added 13 mins ago
BL
Microsoft Dynamics 365 (D365) Solution Architect - 6 to 12 Months Contract
Belmont Lavan Ltd
Remote, Canada
- Contract
- Remote
Lead data migration strategy, data mapping, cleansing, transformation, and validation.
Added 13 mins ago
BL
Microsoft Dynamics 365 Customer Engagement Architect 6 to 12 Months Contract
Belmont Lavan Ltd
Remote, Canada
- Contract
- Remote
We are seeking an experienced Microsoft Dynamics 365 Customer Engagement (D365 CE) Solution Architect to lead the architecture, design, and technical delivery of enterprise-scale Microsoft…
Added 13 mins ago
Senior Demand Planner - Service Parts
Olympus Corporation of the Americas
Richmond Hill, ON
Lead process improvement, planning governance, and system enhancement initiatives.
Added 28 mins ago
Delivery Executive
Capgemini
Vancouver, BC
Lead regular service reviews, governance meetings and delivery discussions with client stakeholders.
Added 28 mins ago
GV
Canada Planning & Scheduling Manager
GE Vernova
Markham, ON
- Full-time
…project planning, scheduling, progress measurement, and schedule governance activities across projects within the Canada region. The role ensures projects are planned, executed, and…
Added 42 mins ago
B
Planning Manager
Brunel
Mississauga, ON
- $120,000 to $190,000 CAD / year
- Full-time
Brunel is seeking an experienced Planning Manager to lead the planning and scheduling function across complex projects, programs, or portfolios. This position will oversee schedule…
Added 43 mins ago
AI
Lead IBP Supply
Apotex Inc.
Toronto, ON · North York, ON
- $83,126.34 to $116,377 CAD / year
- Full-time
Reporting to the Director, Global Supply Planning (GSP), the IBP Supply Lead is responsible for the development and management of supporting systems and tools used in the GSP and IBP SR…
Added 43 mins ago
L
Business Analyst (Wholesale Lending)
LTM
Mississauga, ON
- Full-time
Lead to formulation of strategies processes for Product Road map Development and Governance and contribute to defining standards and new automation initiatives
Added 43 mins ago
Customer Data & Identity Specialist (CDP/CRM ecosystem)
Vacances Air Canada Vacations / Air Canada Rouge
Montreal, QC
Support the CDP Platform Lead to orchestrate segment distribution to website personalization, email, media platforms and other activation channels and ensure proper governance of segment…
Added 43 mins ago
MarTech Operations Lead
Vacances Air Canada Vacations / Air Canada Rouge
Montreal, QC
Maintain data hygiene and alignment with governance standards.

Us3 Consulting

Guidewire Transformation Manager

Toronto, ON, Canada

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

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Applications open in a new tab.

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.

Apply About employer

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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