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Added 3 mins ago
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Manager, Financial Accounting & Reporting
Roofmart
Brampton, ON · Roofmart Shared Services
- Full-time
The Finance Manager is responsible for overseeing key accounting and financial reporting activities, ensuring the accuracy and integrity of financial information, maintaining effective…
Added 4 mins ago
TT
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 4 mins ago
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Commercial Manager
GagaMuller
Regina, SK
- Full-time
We are looking for an experienced Commercial Manager to join GagaMuller on a hyperscale data centre project. Acting as the owner’s representative, you will provide client-side leadership…
Added 2 hours ago
UC
Guidewire Transformation Manager
Us3 Consulting
Toronto, ON
- $160,000 to $195,000 CAD / year
- Full-time
Establish effective governance structures, program controls, and performance reporting.
Added 2 hours ago
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Electrical Manager
GagaMuller
Regina, SK
- Full-time
We are looking for an experienced Electrical Manager to join GagaMuller on a hyperscale data centre project. Acting as the owner’s representative, you will provide client-side leadership…
Added 2 hours ago
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Mechanical Manager
GagaMuller
Regina, SK
- Full-time
We are looking for an experienced Mechanical Manager to join GagaMuller on a hyperscale data centre project. Acting as the owner’s representative, you will provide client-side leadership…
Added 5 hours ago
IE
Manager, Supply Chain & Innovation
IMAX Enhanced | Streaming & Consumer Technology
Mississauga, ON
- Full-time
The Manager, Supply Chain Analytics & Innovation reports to the Senior Director, Supply Chain Operations and partners with Supply Chain leaders to identify, design and implement…
Added 13 hours ago
Quality Assurance - Quality Assurance Manager
Recruitment Team
Winnipeg, MB
We are looking for an experienced Quality Manager to provide quality leadership and regulatory oversight across Target Healthcare Canada.
Added 13 hours ago
CC
Manager, Financial Planning and Analysis
Compass Canada
ON · Mississauga, ON
- Full-time
Reporting to the Director of Finance, FP&A, the Manager, FP&A will be a key finance partner for the sector, providing leaders with clear financial insight, disciplined performance analysis…
Added 14 hours ago
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Associate, Equity Derivatives Trade Desk Support
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Toronto, ON · FCP
- Full-time
Resolves standard and relatively straightforward issues, referring non-routine issues to more senior team members and/or manager.
Added 1 day ago
GL
Senior Manager, Capital & Treasury
Gay Lea Foods
Toronto, ON · Etobicoke, ON
- Full-time
Develop and maintain treasury and financial risk policies, risk appetite measures, approval protocols, controls, and reporting standards.
Added 1 day ago
TH
Senior Project Manager (Capital Planning and Redevelopment)
Trillium Health Partners
Mississauga, ON
- $53 to $66.25 CAD / hour
- Full-time
Position: Senior Project Manager, Capital Planning and Redevelopment
Added 1 day ago
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Senior Program Manager
HDR
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- Full-time
HDR is seeking a Program Manager (Water/Wastewater) with a proven track record in the development and delivery of large water/wastewater capital programs. This role will be responsible for…
Added 1 day ago
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- Full-time
Oversee compliance with company policies, regulatory requirements, quality standards, and operational controls.
Added 1 day ago
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Manager, Supply Chain & Innovation
IMAX Enhanced | Streaming & Consumer Technology
Mississauga, ON
- Full-time
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Senior Manager, Global Common Investment Platform
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The Senior Manager, Global Common Investment Platform plays a key role in driving the ongoing transformation and evolution of the Common Investment Platform (CIP) as a core investment…
Added 1 day ago
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SOC 3 Lead Analyst
Altis
Toronto, ON
- $100,000 to $105,000 CAD / year
- Full-time
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Added 1 day ago
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Senior Payroll Specialist
goeasy Ltd.
Mississauga, ON
- Full-time
…opportunity to deepen your expertise, take on bigger challenges, and help shape how we work. As our Senior Payroll Specialist, you'll play a key role in keeping payroll accurate, compliant,…
Added 1 day ago
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Sr. Operations Manager – Rating and Forms
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Embrace is seeking a Senior Operations Manager, Rating & Forms to lead the implementation, governance, and optimization of rating algorithms and insurance forms. This role serves as a…
Added 2 days ago
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Toronto, ON · Saskatoon, SK · Vancouver, BC
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Provide independent oversight for high‑risk or high‑value projects, expansions, and debottlenecking programs.
Added 2 days ago
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Minnesota Management and Budget (MMB) is seeking a Statewide Fraud Controls Manager to lead statewide coordination of fraud control implementation, internal control governance, and…
Added 2 days ago
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Manager, Wholesale Financial Control
Royal Bank of Canada
Toronto, ON
- Full-time
As a Manager, Wholesale Financial Control, you will be part of the Global Markets Finance team, covering RBC's Central Funding Group. This role creates a collaborative environment with…
Added 2 days ago
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IT Internal Auditor
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The IT Internal Auditor is responsible for executing IT audits and consulting engagements to drive efficiency and effectiveness in financial processes, business operations and major…

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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