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Added 14 mins ago
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Manager, Global Strategic Partnerships
Ataccama
Toronto, ON
- Full-time
This is a senior, high-visibility role working directly with Ataccama's executive team and our partners' global leadership. If you have built global alliances that went far beyond a…
Added 14 mins ago
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System Mechanical Engineer
CRWS - Canadian Railway Services
Montreal, QC
- Full-time
As a System Mechanical Engineer, you will support the definition, integration, validation, and lifecycle support of mechanical and onboard systems for passenger and freight rolling stock…
Added 14 mins ago
OI
Senior Business Analyst-Agile Delivery
OXARO Inc.
Ottawa, ON
- Contract
Senior Business Analyst, Agile Delivery Specialist
Added 14 mins ago
A
Manager, Global Strategic Partnerships
Ataccama
Toronto, ON
- Full-time
This is a senior, high-visibility role working directly with Ataccama's executive team and our partners' global leadership. If you have built global alliances that went far beyond a…
Added 14 mins ago
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Senior Databricks Data Platform Engineer
Galent
Montreal, QC
- Contract
Job Title: Senior Databricks Data Platform Engineer
Added 29 mins ago
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React Native - Mobile Full-Stack Developer.
Zoho
Toronto, ON
- Contract
As a Senior Full Stack Software Engineer in our US Retirement technology organization, you will design, build, and ship high-quality mobile and backend solutions that serve our Retirement…
Added 29 mins ago
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RPA Platform Engineer
K&K Global Talent Solutions INC.
Toronto, ON
- Full-time
The Senior Platform Engineer develops, maintains, and manages Automation platform on premise, AWS cloud and vendor SaaS to enable automation across the bank and core operations enabling the…
Added 29 mins ago
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Senior Databricks Data Platform Engineer
Enterprise Solutions Inc.
Montreal, QC
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Added 44 mins ago
Machine Learning Engineer
Scotiabank
Toronto, ON
Oversee integration and movement of data across multiple source systems and cloud-based environments.
Added 44 mins ago
Software Engineer
Scotiabank
Toronto, ON
Oversee integration and movement of data across multiple source systems and cloud-based environments.
Added 59 mins ago
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Senior Advisor | Temporary Full time | CVH | Financial Planning
Trillium Health Partners
Toronto, ON
- Full-time
Reporting to the Manager, Corporate Strategy & Planning, the Senior Financial Advisor will build, design, coordinate, analyze, and drive corporate financial initiatives for organizational…
Added 59 mins ago
TH
Project Manager I (Full-Time) - CVH PRCC Admin
Trillium Health Partners
Mississauga, ON
- Full-time
…patient experience across these portfolios, while supporting integration and efficiencies with primary care providers, screening programs, diagnostic services and regional partners. The…
Added 59 mins ago
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RQ11316 - Systems Testing/QA Specialist - Senior
Maarut
Toronto, ON
- Contract
including the execution of systems integration tests, specialized tests,
Added 59 mins ago
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Java CIAM Developer
Brainhunter Systems Ltd
Toronto, ON
- Contract
Brainhunter is currently seeking the services of a “Java CIAM Developer” for a contract opportunity with one of our Valued Clients.
Added 59 mins ago
KG
RPA Platform Engineer
K&K Global Talent Solutions INC.
ON · Ontario, Canada
- Full-time
We are seeking a Senior RPA Platform Engineer to architect, maintain, and scale our enterprise automation ecosystem across hybrid environments, including on-premises architecture, AWS…
Added 59 mins ago
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React Native - Mobile Full-Stack Developer
Zoho
Toronto, ON
- Contract
As a Senior Full Stack Software Engineer in our US Retirement technology organization, you will design, build, and ship high-quality mobile and backend solutions that serve our Retirement…
Added 59 mins ago
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Staff Engineer - Backend & Architecture
MapsPeople
Toronto, ON
- Full-time
This is a senior technical leadership role for an engineer who thinks beyond individual services and features. You will help define our backend architecture, drive technical standards…
Added 1 hour ago
FW
Solution Architect
Future Works
Remote, Canada
- Full-time
- Remote
8+ years of experience in Solutions Architecture, Platform Architecture, or senior software engineering, with a strong track record of designing secure, production-grade enterprise systems.
Added 1 hour ago
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Senior Technical Engineering Manager
Stay22
Montreal, QC
- Full-time
We are seeking an energetic and experienced Senior Technical Engineering Manager to lead a high-performing engineering team working across Stay22’s diverse product and platform initiatives.…
Added 1 hour ago
HR
Manager, Loss Prevention
Holt Renfrew
Toronto, ON
- Full-time
The Manager, Loss Prevention works with Store Senior Leadership to reduce the impact of shrinkage and Fraud on the store net profit. The Manager is responsible for establishing and…
Added 1 hour ago
BQ
QNX Senior Software Developer in Test
BlackBerry QNX
Ottawa, ON
- Full-time
The QNX Service PSP Test Team is seeking an experienced and highly motivated Software Developer in Test to help validate and deliver next-generation QNX software technologies. This is an…
Added 1 hour ago
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QNX Senior Software Developer in Test
BlackBerry
Ottawa, ON
- Full-time
The QNX Service PSP Test Team is seeking an experienced and highly motivated Software Developer in Test to help validate and deliver next-generation QNX software technologies. This is an…
Added 1 hour ago
ES
Senior Data Engineer
Epsilon Solutions Ltd.
Mississauga, ON
- $65 to $70 CAD / hour
- Contract
We are seeking an experienced Senior Data Engineer with strong expertise in SQL, Data Warehousing, and Snowflake to join our Capital Markets technology team. The ideal candidate will play a…
Added 1 hour ago
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Sr. Technology Project Manager
Tundra Technical Solutions
Toronto, ON
- $97,000 to $110,000 CAD / year
- Full-time
The Senior Technology Project Manager is responsible for leading the successful delivery of complex technology programs and projects that support organizational priorities. This role…
Added 1 hour ago
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Commercial Manager
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Regina, SK
- Full-time
…packages, including electrical infrastructure, mechanical cooling systems, controls, public health, fire protection, specialist equipment and associated testing and commissioning. You will…

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.

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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