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Added 14 mins ago
HC
Controller
Harris Computer
Ottawa, ON · ON · Office - Ottawa
- Full-time
…finance management team and will be looked upon to provide financial support and analysis that will have a direct impact on the success of the Business Units you will…
Added 14 mins ago
TH
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 14 mins ago
TH
Property Manager/Property Coordinator
The HR Pro
ON · Waterloo South, Ontario
- Full-time
Manage insurance claims and incident reporting
Added 14 mins ago
Dean, Faculty of Music
Wilfrid Laurier University
Canada
Wilfrid Laurier University seeks its next Dean of the Faculty of Music. Reporting to the Provost and Vice-President, Academic, the Dean serves as the Faculty’s senior academic and…
Added 14 mins ago
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Assistant Controller
GeoVerra
AB · Edmonton, AB
- Temporary
The Assistant Controller supports the Controller in managing financial and accounting activities across multiple locations within Canada. The role assists in ensuring the accuracy of…
Added 14 mins ago
SP
Payroll Analyst
Surrey Police Service
Surrey, BC
- Full-time
Surrey Police Service (SPS) has an exciting opportunity for a Payroll Analyst to join our Financial Services Section, within the Office of the Chief Constable. This role involves…
Added 14 mins ago
VB
Senior Finance Specialist - 12 month contract
Vaco by Highspring
Toronto, ON · Greater Toronto Area, Canada
- $50 to $60 CAD / hour
- Contract
Support the development and optimization of OneStream reporting and financial data processes.
Added 14 mins ago
MS
Contracts Manager
ML6 Search + Talent Advisory
Mississauga, ON
- Full-time
…solutions, and ensure purchasing decisions support both the financial and operational objectives of the…
Added 14 mins ago
ME
Financial Data Analyst
Morson Edge (Canada)
Oshawa, ON · Greater Oshawa Metropolitan Area
- Contract
…across the finance function. In this role, you will analyze financial and operational data, develop reports and dashboards, identify trends and performance drivers, and deliver actionable…
Added 14 mins ago
IG
Senior Accountant
Insight Global
Vancouver, BC
- Full-time
…leading accounting and advisory firm. This individual will review financial records, test financial controls, prepare financial statements and audit reports, and ensure compliance with…
Added 14 mins ago
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Application Support Analyst – Front Office Technology
Synechron
Mississauga, ON
- $90,000 to $110,000 CAD / year
- Full-time
…and Software Engineering, servicing an array of noteworthy financial services and technology firms. Through research and development initiatives in our FinLabs we develop solutions for…
Added 30 mins ago
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Member Advisor 2
Northern Credit Union
Kenora, ON
- Full-time
Reporting to the Branch Manager, the Member Advisor 2 will be responsible for marketing the organization’s products and services within clearly defined policies and procedures. This key…
Added 30 mins ago
MI
Senior Associate, Fund Accounting, Real Assets (Yardi experience preferred)
MUFG Investor Services
Toronto, ON
- $72,000 to $105,600 CAD / year
- Full-time
…responsible for maintaining accurate books and records, preparing financial and investor reporting, and supporting all accounting and operational aspects of clients serviced through the…
Added 30 mins ago
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Central - Assistant Manager - Inventory Control - Contract
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Mississauga, ON
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…processes. In this role, you’ll help maintain accurate inventory and financial records, resolve discrepancies, and provide timely information to support effective kitchen operations and…
Added 30 mins ago
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Assistant Manager, Financial Accounting & Reporting
Turner & Townsend
Toronto, ON
- Full-time
Lead in overseeing all accounting and financial reporting functions
Added 45 mins ago
Vice President, Academic and Research
Canadore College Careers
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Reporting to the President and CEO and serving as a key member of the senior executive team, the Vice-President will provide strategic leadership for Canadore's academic portfolio,…
Added 45 mins ago
Senior Law Clerk
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Toronto, ON
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Added 45 mins ago
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Senior Manager, Audit
KPMG
Montreal, QC
- Full-time
Work with members of the assurance management group to meet the goals of the assurance financial plan
Added 45 mins ago
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Senior Finance Officer
ITK
Ottawa, ON
- Full-time
Reporting to the Manager, Finance & Administration, the Senior Finance Officer will be responsible for assisting in managing ITK’s overall financial system, particularly managing all…
Added 45 mins ago
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Toronto, ON
- Full-time
…solutions that meet analytics, operational, and management reporting needs while ensuring alignment with relevant industry standards and regulatory…
Added 45 mins ago
MI
Senior Associate, Fund Accounting, Real Assets (Yardi experience preferred)
MUFG Investor Services
Toronto, ON
- $72,000 to $105,600 CAD / year
- Full-time
…responsible for maintaining accurate books and records, preparing financial and investor reporting, and supporting all accounting and operational aspects of clients serviced through the…
Added 45 mins ago
T&
Assistant Manager, Financial Accounting & Reporting
Turner & Townsend
Toronto, ON
- Full-time
Lead in overseeing all accounting and financial reporting functions
Added 45 mins ago
MD
Transactions Specialist - Human Resources Technician 2
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Saint-Paul, NB · St.-Paul, NB
- Full-time
Experience using Oracle Business Intelligence Enterprise Edition (OBIEE) reporting.
Added 45 mins ago
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Equity Specialist - DEI Specialist Intermediate
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- Full-time
Successful demonstration of managing programs for an organization, including maintaining staff involvement and reporting of key metrics.
Added 45 mins ago
A
Manager, Sales Compensation
Aviso
Toronto, ON
- $110,000 to $135,000 CAD / year
- Full-time
At Aviso, we are dedicated to improving the financial well-being of Canadians. As a leading wealth management organization, we are committed to leadership, innovation, partnership,…

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.

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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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