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Added 14 mins ago
AA
Chief Technology Officer
Ari Agency Executive Search & Digital Recruitment
Toronto, ON
- Full-time
Provide technical leadership for multi-tenant SaaS architecture, integrations, data management, reporting, automation, and platform modernization.
Added 29 mins ago
MN
Solutions Architect - 6 month contract
Modern Niagara
Hamilton, ON · Vaughan, ON
- Full-time
…this role is responsible for designing and supporting Power Platform solutions, developing automation through Python scripting, and enabling enterprise application solutions and…
Added 45 mins ago
Y
Technical Project Manager – Microsoft Fabric
Yochana
Brampton, ON
- Full-time
10+ Years in IT delivery, including 5+ Years as a Technical PM on data or cloud platform programs
Added 45 mins ago
T
Senior Group Risk Analyst, ILED (5026)
TD
Toronto, ON
- Full-time
…processes and practices for the identification, assessment, reporting, mitigation and control of operational risk. Within this context, Corporate Operational Risk Management (CORM) acts as…
Added 1 hour ago
VC
Junior HR & Systems Specialist
Valsoft Corporation
Montreal, QC
- Full-time
Support the Group HR Lead in integrating newly acquired businesses into Edelweiss Group’s systems including uploading and maintaining accuracy of employee information on HRIS, ensuring data…
Added 1 hour ago
A
Senior Product Manager - New Product. Global Legal Tech SaaS. Remote.
Actionstep
Remote, Canada
- $120,000 to $140,000 CAD / year
- Full-time
- Remote
- Understand technical elements and communicate them to those who don’t.
Added 1 hour ago
Q
Finance Director
Qolab
Vancouver, BC
- Full-time
…oversee FP&A, month-end, quarter-end, and annual financial reporting, government cost accounting (FAR/CAS compliance) supporting federal research initiatives, procurement policies, internal…
Added 1 hour ago
DC
Electrical Engineer-in-Training
Dillon Consulting Limited
Winnipeg, MB
- Full-time
…active, ongoing engagement with our Health & Safety processes and platform, and the active, ongoing identification and reporting of health and safety…
Added 1 hour ago
AC
Senior Manager, AI Solutions
Air Canada
Toronto, ON · Dorval, QC
- Full-time
Act as the department’s lead technical counterpart with IT, Architecture, Cybersecurity, and other delivery teams, influencing cross-functional priorities and decisions and resolving…
Added 1 hour ago
Y
Technical Project Manager – Microsoft Fabric
Yochana
Brampton, ON
- Contract
10+ Years in IT delivery, including 5+ Years as a Technical PM on data or cloud platform programs
Added 1 hour ago
DU
Field Operations Data Acquisition Coordinator
Dalhousie University
Halifax, NS
- Full-time
Lead and coordinate the acquisition, processing, quality control, and management of telemetry data and associated metadata in accordance with established data policies and procedures.
Added 1 hour ago
T
Technical Project Manager
TechDoQuest
Brampton, ON
- Contract
10+ years in IT delivery, including 5+ years as a Technical PM on data or cloud platform programs
Added 1 hour ago
Delivery Solutions Architect
Databricks
ON
…data problems by utilizing the Databricks Data Intelligence Platform. As a Delivery Solutions Architect (DSA), you will play an important role during this journey. You will collaborate with…
Added 1 hour ago
T
CRM Business Analyst - TD Asset Management
TD
Toronto, ON
- Full-time
Strong understanding of the Salesforce platform, reporting capabilities, and best practices.
Added 1 hour ago
IF
Senior Data Analyst - Operational Performance Analytics
Intact FC
Montreal, QC
- Full-time
Our team delivers critical daily and weekly reporting supporting Underwriting Operations. We are looking for a Senior Data Analyst to lead Power BI solution design and play a key role in…
Added 2 hours ago
BL
Microsoft Dynamics 365 (D365) Solution Architect - 6 to 12 Months Contract
Belmont Lavan
Canada
- Contract
The role requires strong expertise across Microsoft Dynamics 365, Power Platform, Azure, integration architecture, data migration, security, and enterprise application design, together with…
Added 2 hours ago
EG
Corporate Accounting Supervisor
Eldorado Gold
Vancouver, BC
- Full-time
Lead or participate in initiatives to improve accounting processes, workflow efficiencies, accounts payable processes, and reporting accuracy.
Added 2 hours ago
Network Designer (Projects)
Dollarama
Mont-Royal, QC
…enable business growth, modernization, and global expansion. Reporting to the Team Lead – Network Architecture, you will lead the technical design and hands-on implementation of complex…
Added 2 hours ago
VC
Director, Demand Generation
Valsoft Corporation
Remote, Canada
- $140,000 to $150,000 CAD / year
- Full-time
- Remote
Reporting directly to the CEO, the Director of Demand Generation will own demand generation for Dispatch and Youreka, reshaping what marketing means for the company and our products. This…
Added 2 hours ago
BL
Microsoft Dynamics 365 (D365) Solution Architect - 6 to 12 Months Contract
Belmont Lavan Ltd
Remote, Canada
- Contract
- Remote
The role requires strong expertise across Microsoft Dynamics 365, Power Platform, Azure, integration architecture, data migration, security, and enterprise application design, together with…
Added 2 hours ago
Delivery Executive
Capgemini
Vancouver, BC
We are seeking an experienced Delivery Manager to lead delivery covering a portfolio of Cloud Native Application and MuleSoft Integration managed services and projects.
Added 2 hours ago
WT
Senior Software Developer, People Intelligence
Wealthsimple Technologies
Remote, Canada
- $151,200 to $189,000 CAD / year
- Full-time
- Remote
Lead technical projects from first design through launch and iteration, across products such as performance cycles, compensation planning, talent reviews, total rewards statements, and…
Added 2 hours ago
T
CRM Business Analyst - TD Asset Management
TD
Toronto, ON
- Full-time
Strong understanding of the Salesforce platform, reporting capabilities, and best practices.
Added 2 hours ago
L
Business Analyst (Wholesale Lending)
LTM
Mississauga, ON
- Full-time
Develop creative technical solutions to meet business needs and manage complex highvolume applications in partnership with business partners and stakeholders
Added 2 hours ago
Customer Data & Identity Specialist (CDP/CRM ecosystem)
Vacances Air Canada Vacations / Air Canada Rouge
Montreal, QC
Reporting to the Digital Analytics Manager, the Specialist ensures that customer data provided by Enterprise Data team is accurately mapped, standardized, unified, and made activation‑ready…

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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