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Added 4 mins ago
HA
Senior Electrical Engineer (Science & Technology)
H.H. Angus & Associates Ltd.
Toronto, ON
- Full-time
We’re looking for a detail-oriented and solutions-focused Senior Electrical Engineer to join our Science & Technology team and play a critical role in delivering complex, high-value…
Added 4 mins ago
SJ
Development Officer - Annual Giving & Donor Relations
St. Joseph's Hospice of London
London, ON
- Full-time
…of delivering hospice care, while raising funds for approved program, equipment and other special…
Added 19 mins ago
CO
District Representative - Office of Senator Rubio (Ontario, CA)
City of Santa Fe Springs
ON · Ontario, Canada
- Full-time
THE POSITION(S): Incumbents in this class are typically assigned to a geographical area or a specific program, in which they are responsible for maintaining disciplinary surveillance for…
Added 19 mins ago
V
Technical and Regulatory Specialist
Veolia
Ottawa, ON
- Full-time
The Technical and Regulatory Specialist serves as a critical national resource for Canadian operations, combining advanced technical expertise with rigorous regulatory oversight. Operating…
Added 19 mins ago
CR
Senior Recovery Specialist, Learning & Capacity Building
Canadian Red Cross
Canada
- Full-time
Title: Senior Recovery Specialist, Learning & Capacity Building
Added 19 mins ago
SD
Spécialiste du soutien aux patients /Patient Support Specialist
Shoppers Drug Mart Specialty Health Network
Montreal, QC · Saint-Laurent, QC
- Full-time
The Patient Support Specialist is a senior individual contributor role within SHN's Central Program Operations team. This role serves as the primary point of contact for patients,…
Added 19 mins ago
T
Senior Planner, Transportation Facilities
TransLink
Vancouver, BC · Greater Vancouver, BC
- $100,080 to $150,120 CAD / year
- Full-time
Contributes as a member of a program/project team to manage projects of moderate to high impact, risk, and complexity in designing and developing project scope, schedules, and work plans;…
Added 19 mins ago
T
Senior Privacy Impact Assessment (PIA) Specialist - FIPPA / MFIPPA / PHIPA
ThoughtStorm
Toronto, ON
- Contract
PIA program operations: Experience managing a PIA intake queue, workload and resource allocation, and tracking assessment progress to optimize delivery.
Added 19 mins ago
AE
Manager, Power and Automation
Associated Engineering
Markham, ON
- Full-time
…SCXW16998656 BCX0">nd objectives established in collaboration with the Senior Management…
Added 19 mins ago
BC
Senior Manager, Canadian Tax Services
BDO Canada
Barrie, ON
- Full-time
Provide both technical and project management leadership to team members for Domestic Tax projects or assignments. Ensure quality control standards.
Added 19 mins ago
Manager, Workforce Insights
Scotiabank
Toronto, ON
Positioned between Senior Workforce Analyst and Senior Manager, the role moves the function from execution and analysis to operational leadership, planning governance, stakeholder…
Added 19 mins ago
Principal Backup Engineer
Scotiabank
Toronto, ON
The Principal Engineer partners with business line representatives and technical teams to drive improved technology solutions that support business strategy with an enterprise view. The…
Added 19 mins ago
VC
Director, Demand Generation
Valsoft Corporation
Remote, Canada
- $140,000 to $150,000 CAD / year
- Full-time
- Remote
Build a functioning marketing engine - team, tools, and process, revamped from a lean starting point and working closely with our Senior Marketing Manager.
Added 19 mins ago
DIVISION CHIEF (Data Analytics and Decision Support)
City of Toronto
Toronto, ON
Working collaboratively with senior leadership, operational divisions and external stakeholders, the Division Chief establishes data and information management strategies, governance…
Added 34 mins ago
Delivery Executive
Capgemini
Vancouver, BC
The ideal candidate brings a combination of delivery leadership, managed services experience, technical understanding of cloud-native applications and integration platforms, commercial…
Added 34 mins ago
AP
Senior Corrugated Reliability Engineer
Atlantic Packaging Products Ltd.
Hamilton, ON
- Full-time
The Senior Corrugated Reliability Engineer with a Six Sigma certification combines machine uptime, root-cause failure analysis, and data-driven process control to eliminate defects and…
Added 34 mins ago
B
BMO Capital Markets New Grad 2027 Investment Banking Analyst, Toronto
BMO
Toronto, ON · FCP
- Full-time
…and our Global Investment Banking Training and Development Program which begins in July 2027. The program is designed to help you make the transition from theory to practice. Training…
Added 34 mins ago
WT
Senior Software Developer, People Intelligence
Wealthsimple Technologies
Remote, Canada
- $151,200 to $189,000 CAD / year
- Full-time
- Remote
Work directly with Total Rewards, HR business partners, Talent Management, and People Operations to understand how each program runs, transforming it into products that managers and…
Added 34 mins ago
EG
Intern, Water Resources
Egis Group
Markham, ON
- $20 to $30 CAD / hour
- Full-time
Summarize and document findings into technical reports or data management systems.
Added 49 mins ago
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Technical and Regulatory Specialist
Veolia | North America
Ottawa, ON
- Full-time
The Technical and Regulatory Specialist serves as a critical national resource for Canadian operations, combining advanced technical expertise with rigorous regulatory oversight. Operating…
Added 49 mins ago
CC
Research and Academic Associate
Cleveland Clinic
Toronto, ON
- $70,000 to $80,000 USD / year
- Contract
Prepare research reports, manuscripts, abstracts, and supporting documentation for review by senior investigators or leadership.
Added 49 mins ago
B
Product Manager
Bevertec
Toronto, ON
- $90 to $95 CAD / hour
- Contract
· Ability to build alignment across diverse business and technical stakeholders.
Added 49 mins ago
AI Enablement Analyst
Dye & Durham Talent Team
Toronto, ON
Develop and implement adoption strategies, tracking usage, engagement, and program effectiveness.
Added 49 mins ago
A
Salesforce Technical Architecture Advisor, LWC, Apex & Implementations
Alithya
Montreal, QC
- Full-time
7+ years of Salesforce platform experience, with significant time in architecture or senior technical leadership roles;
Added 49 mins ago
K
Senior Accountant, Audit - Public Companies
KPMG
Hamilton, ON · Kitchener, ON · Oakville, ON
- Full-time
Our Hamilton/Oakville and Kitchener offices are hiring Senior Accountants for our Public Company practice in the following client groups:

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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