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Added 9 mins ago
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Gestionnaire de projet AI
Astek
Montreal, QC · Greater Montreal Metropolitan Area
- Full-time
XX, ton futur Manager, te proposera ensuite d’échanger autour de cette opportunité, de ton parcours et de tes attentes !
Added 9 mins ago
GT
Senior Program Manager - Clinical Data Platform
Global Technical Talent, an Inc. 5000 Company
Toronto, ON
- $100 to $105 CAD / hour
- Contract
Senior Program Manager / PM Consultant – Clinical Data Platform
Added 38 mins ago
TT
Sr. Technology Project Manager
Tundra Technical Solutions
Toronto, ON
- $97,000 to $110,000 CAD / year
- Full-time
digital transformation initiatives and working with PMO processes and standard PMI project
Added 38 mins ago
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Commercial Manager
GagaMuller
Regina, SK
- Full-time
…focused on providing Project Management, Cost Management, and Digital services to owner organisation within the construction…
Added 2 hours ago
UC
Guidewire Transformation Manager
Us3 Consulting
Toronto, ON
- $160,000 to $195,000 CAD / year
- Full-time
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…
Added 2 hours ago
T
Program Implementation Manager
Teqfocus
Markham, ON
- Full-time
Agile or Scrum certification and experience with digital or enterprise transformation programs.
Added 3 hours ago
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Electrical Manager
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Regina, SK
- Full-time
…focused on providing Project Management, Cost Management, and Digital services to owner organization within the construction…
Added 3 hours ago
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Mechanical Manager
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Regina, SK
- Full-time
…focused on providing Project Management, Cost Management, and Digital services to owner organization within the construction…
Added 3 hours ago
2I
Senior Product Manager
2iSolutions Inc.
Toronto, ON
- Contract
● Proven experience leading large-scale digital or IT transformation projects of delivering user-centric products in complex environments
Added 3 hours ago
Assistant Manager
EssilorLuxottica Group
Kelowna, BC
…including iconic eyewear, advanced lens technology and cutting-edge digital solutions. Join our global community of over 200,000 dedicated employees around the world in driving the…
Added 4 hours ago
SH
Assistant Manager
Sunglass Hut
Kelowna, BC
- Full-time
…including iconic eyewear, advanced lens technology and cutting-edge digital solutions. Join our global community of over 200,000 dedicated employees around the world in driving the…
Added 4 hours ago
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IT Infrastructure Project Manager
Alithya
QC · QC, Canada
- Full-time
Ready to leave your mark on engaging mandates and shape the future through digital transformation and strategic consulting? Take your ambitions to the next level and discover your next…
Added 5 hours ago
A
Software Development Project Manager
Alithya
QC · QC, Canada
- Full-time
Ready to leave your mark on engaging mandates and shape the future through digital transformation and strategic consulting? Take your ambitions to the next level and discover your next…
Added 6 hours ago
CO
Temporary Technical Lead (Housing Accelerator Fund) Up to 18 Months
City of Saint John
Saint John, NB
- Temporary
Under the general supervision of the HAF Project Manager, you will be part of a high-caliber cross functional team leading the E-Permitting Initiative under the City of Saint John Housing…
Added 7 hours ago
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Business Development Manager
Tru
Toronto, ON
- Full-time
At Tru, we are more than just a technology agency - we are strategic partners committed to driving digital transformation for enterprise-level clients. As experts in digital experience…
Added 7 hours ago
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Account Manager
Tru
Toronto, ON
- Full-time
Tru Inc. is hiring an Account Manager for an immediate permanent opportunity. This role is ideal for someone with strong experience in client services, digital marketing, technology…
Added 7 hours ago
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Sr. Project Manager
Tru
Toronto, ON
- Full-time
At Tru, we are more than just a technology agency - we are strategic partners committed to driving digital transformation for enterprise-level clients. As experts in digital experience…
Added 14 hours ago
HC
Manager, Operations & Technology
Hotels Canada
Ottawa, ON
- Full-time
Experience overseeing technology platforms, CRM systems, or digital transformation initiatives.
Added 18 hours ago
Enterprise Account Executive
Computacenter AG & Co. oHG
Toronto, ON · Markham/Toronto, ON
…source, transform, and manage their IT infrastructure to deliver digital transformation, enabling users and their business. We’re a public company quoted on the London FTSE 250 (CCC.L) and…
Added 21 hours ago
CO
Temporary Technical Lead (Housing Accelerator Fund) Up to 18 Months
City of Saint John
Saint John, NB
- Temporary
Under the general supervision of the HAF Project Manager, you will be part of a high-caliber cross functional team leading the E-Permitting Initiative under the City of Saint John Housing…
Added 22 hours ago
AS
Lead Application Developer
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Canada
- Full-time
…beneficial. AWS certifications and a history of leading large-scale digital transformation initiatives are also…
Added 1 day ago
AI
Specialist, Marketing Technology (12-month contract)
AGF Investments
Toronto, ON
- Contract
The Marketing and Product team has ambitious goals to advance AGF's digital transformation and modernize the way we engage with clients, advisors and prospects. By leveraging marketing…
Added 1 day ago
CO
Temporary Technical Lead (Housing Accelerator Fund) Up to 18 Months
City of Saint John
Saint John, NB
- Temporary
Under the general supervision of the HAF Project Manager, you will be part of a high-caliber cross functional team leading the E-Permitting Initiative under the City of Saint John Housing…
Added 1 day ago
A
Développeur Full Stack | Full Stack Developer (C# / React)
Astek
Montreal, QC · Greater Montreal Metropolitan Area
- Full-time
Loïc, ton futur Manager, te proposera ensuite d’échanger autour de cette opportunité, de ton parcours et de tes attentes !
Added 1 day ago
A&
Manager - Transaction Advisory Canada - Performance Improvement
Alvarez & Marsal
Toronto, ON
- Full-time
…optimization, and cost reduction, all supported by advanced technology, digital solutions, and artificial intelligence…

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.

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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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