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Added 13 mins ago
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Total Rewards Analyst
SGS & Co
Canada
- $61,000 to $71,000 CAD / year
- Full-time
Support annual compensation processes, including merit, salary review, incentive planning, budgeting, eligibility validation, modelling, data audits, manager tools, and reporting.
Added 14 mins ago
MarTech Operations Lead
Vacances Air Canada Vacations / Air Canada Rouge
Montreal, QC
Reporting to the Manager, Product Martech, the MarTech Operations Lead is responsible for driving the operational excellence and day‑to‑day management of our marketing technology ecosystem.…
Added 14 mins ago
TG
Programmer Analyst C++
TMX Group
Montreal, QC
- Full-time
…quality of your code. Some scripting (Python) for validation and automation processes is part of the challenge. As a member of the squad you will share in the success of the product and its…
Added 14 mins ago
CG
Project Cost Analysis
Clearway Group of Companies
Toronto, ON · Greater Toronto Area, Canada
- Full-time
Work under the direction of the Project Controls Manager, who sets priorities, supervises and reviews deliverables, and approves submissions within delegated authority.
Added 14 mins ago
PG
Windows Server Admin
Pacer Group
Calgary, AB
- $50 to $64 CAD / hour
- Contract
Hands-on experience with Microsoft server patching using WSUS, Microsoft Configuration Manager (SCCM/MECM), or similar tools.
Added 14 mins ago
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Proposal Specialist
Survalent
Toronto, ON · Greater Toronto Area, Canada
- Full-time
Minimum of 5 years’ experience in application engineering or comparable role, preferably in the SCADA, automation, or IT industry.
Added 14 mins ago
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Executive Director Finance
Altis
Kingston, ON
- $125,000 to $145,000 CAD / year
- Full-time
You'll lead the implementation of Finance transformation initiatives, process standardization, automation and enterprise systems improvements, ensuring successful adoption and measurable…
Added 29 mins ago
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Finance Contracts Analyst
PointClickCare
Mississauga, ON
- Full-time
Reporting directly to the Finance Enablement Manager, the Finance Contracts Analyst plays a critical role in ensuring accurate, compliant, and efficient billing and revenue operations. This…
Added 29 mins ago
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Project Cost Analysis
Clearway
Toronto, ON · Greater Toronto Area, Ontario
- Full-time
Work under the direction of the Project Controls Manager, who sets priorities, supervises and reviews deliverables, and approves submissions within delegated authority.
Added 29 mins ago
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Controls Integration Specialist Supervisor
CenterLine (Windsor) Limited
Lasalle, ON
- $47 to $56 CAD / hour
- Full-time
…excellence. This position will report to the Controls Integration…
Added 29 mins ago
Revenue Operations Manager
AfterShip
Toronto, ON
…post-purchase SaaS company on a mission to build the world’s leading automation platform for ecommerce…
Added 29 mins ago
TT
Industrial Engineering Manager
The TJX Companies, Inc.
Mississauga, ON · CAN Home Office Mississauga ON
- $89,208 to $135,086.4 CAD / year
- Full-time
…within our distribution center. The Industrial Engineering Manager will work with the IE group, Facilities, and the Operations teams to improve process efficiency, maintain labor standards,…
Added 29 mins ago
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Senior Projects Manager, Major Projects
BGIS
Vancouver, BC
- Full-time
The Senior Project Manager, Major Projects plans and oversees the end-to-end delivery of assigned projects and ensures delivery within scope, budget and requirements. At this level, the…
Added 44 mins ago
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Director of Operations
Altis
Mississauga, ON
- $150,000 to $190,000 CAD / year
- Full-time
You'll champion continuous improvement, change management, automation opportunities and QSHE compliance.
Added 44 mins ago
JH
Senior Software Development Manager
JMC HR Consulting
Markham, ON
- Full-time
JMC is partnering with SinaLite / Willowpack to recruit a Software Development Manager to lead the development of software that connects customers, production teams and business operations.
Added 59 mins ago
Technical Coordinator, Parking Services
City of Mississauga
Mississauga, ON
…processes, operational systems, digital services, reporting and automation solutions within Parking Services. The position serves as a technical subject matter expert, translating…
Added 59 mins ago
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Building Operator
Hines
Toronto, ON
- Other
Oversee the start-up/shutdown and operation of major building equipment utilizing the Building Automation System
Added 59 mins ago
OP
Junior Quality Engineer
Ontario Power Generation
Oshawa, ON
- Full-time
Reporting to the Manager IT Product Delivery, this position is responsible to Design, build, and maintain automated UI and API test suites (using Java/C#/JavaScript/Python,…
Added 59 mins ago
O
IT Infrastructure Manager
Olymel
Boucherville, QC
- Full-time
At Olymel, we believe in innovation, quality, and sustainable growth. We are looking for an IT Infrastructure Manager to join our dynamic team. If you are motivated by the challenge of…
Added 59 mins ago
IT
Engineering Manager
Infinity Testing Solutions Inc.
Mississauga, ON
- $120,000 to $140,000 CAD / year
- Full-time
Engineering Manager - Research and Development, Machine Design and Development
Added 59 mins ago
GL
Enterprise Architect
goeasy Ltd.
Mississauga, ON
- Full-time
…cloud, infrastructure, security, integration, data, AI and…
Added 59 mins ago
AS
Senior Data Engineer
AgileGrid Solutions
Canada
- Full-time
You will also contribute to stronger engineering practices by developing reusable frameworks and automation, improving delivery and deployment processes, and supporting the growth of…
Added 59 mins ago
RH
Email Marketing Manager
Robert Half
Toronto, ON · Greater Toronto Area, Canada
- $45 to $53 CAD / hour
- Contract
As Email Marketing Manager, you will execute and optimize email marketing campaigns that drive customer acquisition, engagement, and retention across the customer lifecycle. Working closely…
Added 59 mins ago
AS
Software Developer
AgileGrid Solutions
Canada
- Full-time
…for customers and communities. Through training, coaching, manager support, and professional networks, team members can grow their capabilities and take on new…
Added 59 mins ago
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R&D Engineer- Data Scientist
Tenova
Mississauga, ON
- Full-time
The R&D Engineer - Data Science, under the direction of the R&D Manager, is responsible for analyzing operational and test data, developing algorithms, and researching, building,…

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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