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Added 2 mins ago
TU
Development Coordinator, Gift & Estate Planning
The University of British Columbia
Vancouver, BC
- $6,143.67 to $8,830.25 CAD / month
- Full-time
Reports to: One of: Associate Director, Manager, Director, Senior Director/Assistant Dean, or Executive Director of Development.
Added 17 mins ago
DO
Executive Director Science and Innovation
Department of Energy and Economic Diversification
Perth South, ON
- Full-time
Working across industry, government, research, academia and the innovation sector, you will build strategic partnerships, facilitate investment and support the translation of research into…
Added 17 mins ago
Community Relations Director
Amica Senior Lifestyles
Pickering, ON
Benefits: Comprehensive health, dental, and vision coverage, retirement plan contributions, and employee wellness programs.
Added 18 mins ago
A
Manager, Global Strategic Partnerships
Ataccama
Toronto, ON
- Full-time
We are looking for a Manager of Global Strategic Partnerships to own Ataccama's most important alliances worldwide. You will lead a select portfolio of global solution partners (GSIs and…
Added 18 mins ago
TT
National Account Manager
Top Tier Talent Group
Toronto, ON
- Full-time
We are seeking an experienced, results-driven National Account Manager to manage, develop, and expand a portfolio of key shipper accounts across North America.
Added 18 mins ago
A
Manager, Global Strategic Partnerships
Ataccama
Toronto, ON
- Full-time
We are looking for a Manager of Global Strategic Partnerships to own Ataccama's most important alliances worldwide. You will lead a select portfolio of global solution partners (GSIs and…
Added 32 mins ago
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Strategic Partnerships & Business Development Manager
Jumbo Interactive
Calgary, AB
- Full-time
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Added 32 mins ago
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Senior Manager, Project Management
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Calgary, AB
- Full-time
This is a senior, hands-on role responsible for turning campaign plans into execution. The Senior Manager oversees the many moving parts involved in planning, launching, operating, and…
Added 33 mins ago
BC
HR Manager
BrainRidge Consulting
Toronto, ON
- Full-time
…digital age, we provide cutting-edge technology solutions and strategic guidance to drive innovation and growth. As we continue to grow, we are seeking an experienced and driven HR Manager…
Added 33 mins ago
CC
Account Manager
Carlton Cards
Mississauga, ON
- Contract
The Account Manager will contribute to Carlton Cards’ success by championing business growth and development of core strategic partnerships within assigned accounts. This is a sales…
Added 47 mins ago
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Sr. IT Manager - IT Application Support
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- Full-time
…distribution of new debt and equity issues, providing advice on strategic acquisitions and divestitures, and executing daily trading and investment…
Added 47 mins ago
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Senior Manager Strategy and Innovation
TD
Toronto, ON
- Full-time
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Added 47 mins ago
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Regional Director of Trust - Prairies
BMO
Calgary, AB · CALG
- Full-time
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Added 47 mins ago
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Senior Analyst
BMO
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- Full-time
Breaks down strategic problems, and analyses data and information to provide balance sheet management related insights and recommendations.
Added 47 mins ago
Machine Learning Engineer
Scotiabank
Toronto, ON
Scotiabank is seeking a highly motivated and experienced Senior Manager, Software & Data Engineering to lead the design, development, modernization, and support of critical data and…
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Software Engineer
Scotiabank
Toronto, ON
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Manager, Take to Market - Tangerine
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ON · Toronto, ON
…and delivery of acquisition and customer engagement marketing programs for Tangerine. As a member of the Take-to-Market practice (within Tangerine), drives full-funnel marketing programs,…
Added 47 mins ago
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Senior Manager, Forestry Program Management
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- Full-time
Make an impact with our Forestry Program Management Consulting Team as a Senior Manager. Our diverse team of professionals deliver program administration for a large forestry grant funding…
Added 1 hour ago
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Senior Civil / Municipal Engineer
EXP
Calgary, AB
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Serve as project manager and/or senior technical lead on multidisciplinary assignments.
Added 1 hour ago
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Student Success Manager
Kaplan
Edmonton, AB · KAP Edmonton University of Alberta
- $95,000 to $105,000 CAD / year
- Full-time
The Student Success Manager provides strategic and operational leadership for the Year One Foundation Program's Student Success portfolio, ensuring the effective delivery of services and…
Added 1 hour ago
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Project Manager I (Full-Time) - CVH PRCC Admin
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Communication Assistant
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Reporting to the Manager, Communications and Public Affairs, the Communications Assistant plays a key role in executing on a number of communications tactics for both sites of the Brant…
Added 1 hour ago
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Supervisor, Production Operations
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Toronto, ON · North York, ON
- $83,958 to $116,377 CAD / year
Provide results oriented leadership that drives continuous improvement consistent with the Operations Strategic Plan and the Production Game Plan
Added 1 hour ago
FW
Senior Business Architect
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Remote, Canada
- Contract
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…transformation, or value chain reinvention engagements. Ideally at the Senior Manager or Director…
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Supervisor Child & Youth ID #1663
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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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