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Added 2 mins ago
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Manager, IT Operations
Quantum Lifecycle Partners LP
Brampton, ON
- $100,000 to $120,000 CAD / year
- Full-time
The Manager, IT Operations, leads Quantum’s infrastructure, cybersecurity, and end-user support functions across cloud and on-premises environments.
Added 2 mins ago
PC
Senior Specialist - Project Manager
Parkland Corporation
Calgary, AB
- Full-time
The Lead Specialist - Project Manager is a senior-level delivery leader representing the IT PMO Shared Services team. This role leads complex, cross-functional technology and business…
Added 2 mins ago
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Senior Director, People Operations
Boldr
Remote, Canada
- Full-time
- Remote
As Senior Director, People Operations, you are the operational and governance backbone of Boldr's People function. You own the systems, rewards, and standards that let a five-country…
Added 2 mins ago
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Brand Manager
BarBurrito Restaurants Inc.
Toronto, ON · North York, ON
- Full-time
Reporting directly to the VP of Marketing, the Brand Manager will help lead the brand and translate strategy into programs that drive brand relevance, traffic, transactions and profitable…
Added 2 mins ago
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Senior Project Manager – Audio-Visual (AV) & Video Conferencing Infrastructure
ThoughtStorm
Toronto, ON
- Contract
Hiring: Senior Project Manager – Audio-Visual (AV) & Video Conferencing Infrastructure
Added 17 mins ago
Senior Product Manager, Serverless Compute
Amazon
Vancouver, BC
Amazon Web Services (AWS) is looking for a Senior Product Manager to join our Serverless Compute team. Our team owns the products that make it radically easier for builders to build…
Added 17 mins ago
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Senior Project Manager - Industrial Water
Veolia | Water Tech
Oakville, ON
- Full-time
Within this framework, Veolia's Water Technology Business brings together a dedicated team of experienced professionals committed to tackling the world’s most complex challenges related to…
Added 17 mins ago
FR
Operational Excellence Manager (Senior)
Foresight Recruitment Group
Toronto, ON
- $130,000 to $160,000 CAD / year
- Full-time
We are recruiting a Senior Manager, Operational Excellence for an established commercial real estate owner. This role will help improve building operations across a national portfolio of…
Added 17 mins ago
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Senior Sales Manager
RocketRez
Canada
- Full-time
RocketRez is hiring a Senior Sales Manager to lead our Account Executive team and drive consistent execution, accountability, and new business growth. You'll own the day-to-day leadership…
Added 17 mins ago
VB
Accounts Receivable Manager
Vaco by Highspring
Toronto, ON · North York, ON
- $110,000 to $130,000 CAD / year
- Full-time
We are seeking a hands-on finance leader to oversee the quote-to-cash process for a growing technology business. This role goes beyond traditional accounts receivable management, combining…
Added 17 mins ago
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Infrastructure & Capital Projects - Project Manager, COM
Accenture Construct
Ottawa, ON · Greater Ottawa Metropolitan Area
- Full-time
Manage assigned projects or project elements from initiation through completion in collaboration with the Senior Project Manager or Project Lead
Added 17 mins ago
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Director, Internal Audit (Information Technology)
EQ Bank
Toronto, ON
- Full-time
10+ years’ proven experience in a financial institution information technology audit role (senior manager or above).
Added 17 mins ago
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Manager, Enterprise
BrainStation
Toronto, ON
- Full-time
As a Manager, Enterprise, you will lead engagements with global organizations as they transform for the AI era. Our clients are leaders in their industries, operating across markets…
Added 17 mins ago
O
National Accounts Director
OPENLANE
Brampton, ON
- $100,000 to $125,000 CAD / year
- Full-time
We’re a technology company building the world’s most advanced - and uncomplicated - digital marketplace for used vehicles.
Added 32 mins ago
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Senior Wealth Operations Officer Prefered Candidate
TD
Toronto, ON
- Full-time
Prioritize and complete own workload to meet SLA requirements for service and productivity and or support team manager in prioritizing and managing team workload, demonstrating a proactive…
Added 32 mins ago
T
Information Security Specialist - PCI DSS Compliance
TD
Toronto, ON
- Full-time
The Information Security Specialist is a senior technology professional responsible for end-to-end accountability for the Payment Card Industry Data Security Standard, or PCI DSS,…
Added 32 mins ago
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Senior Project Manager (Bilingual)
ThoughtStorm
Ottawa, ON
- Part-time
Seeking an experienced Senior Project Manager to lead the implementation of complex technology infrastructure projects.
Added 32 mins ago
AI
Senior IBM MQ Administrator
Agility IT
Mississauga, ON
- Contract
Manage security settings and different types of certificates at Queue Manager and channel levels, including installing new certificates and renewing existing certificates.
Added 32 mins ago
AS
Consultant, Business Controls
Apex Systems
Toronto, ON
- $72 to $77 USD / hour
- Contract
…financial services organization in Toronto. Reporting to the Senior Director, Business Controls, this role supports an enterprise-wide controls transformation program that is getting…
Added 32 mins ago
RA
Senior Product Manager - Rewards Strategy, Loyalty & SSO Integrations
Recruit Action inc.
Toronto, ON
- $50 to $70 CAD / hour
- Contract
Senior Product Manager - Loyalty Programs, Rewards Strategy & Digital Integrations
Added 32 mins ago
A
Information Technology - Senior Manager/Manager, Technical Program Management
Aritzia
Vancouver, BC
- Full-time
…technical foundation that powers Aritzia. Unlike Technical Program Manager (TPM) roles focused on line-of-business features, as a Platform TPM you will manage the delivery of capabilities -…
Added 32 mins ago
M
Procurement Manager
Marcon
Langley (District), BC · Langley, BC
- $120,000 to $150,000 CAD / year
- Full-time
The Procurement Manager leads Marcon’s construction procurement capability across the project portfolio, ensuring subcontractors, suppliers, materials, and major equipment are sourced…
Added 47 mins ago
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Sr. Program Manager
d1g1t
Toronto, ON
- Full-time
As Senior Program Manager, you'll own the relationship and the delivery for d1g1t's most strategic clients. You'll be the senior leader who owns that process end-to-end: from scoping and…
Added 47 mins ago
W
Growth and Demand Marketing Manager
Waabi
Toronto, ON
- $138,000 to $198,000 USD / year
- Full-time
Develop and execute lifecycle marketing programs - including nurture tracks and email campaigns - that guide senior technology decision makers in logistics through awareness, consideration,…
Added 47 mins ago
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Sourcing Manager, Marketing Category
BMO
Toronto, ON · YNG
- Full-time
…subcategories of Creative & Media, Sponsorships, Marketing Technology (MarTech), Direct Marketing, Digital Marketing, Marketing Research, and Public…

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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