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Added 11 mins ago
CC
RQ11429 - Software Web Developer - Back End - Senior
CCI- Computer Consultants International, Inc.
Toronto, ON
- Full-time
Responsible for managing the interchange of data between the server and the users. Required to translate technical systems specifications into working, tested applications. This includes:…
Added 11 mins ago
NS
Director - Interprofessional Practice & Learning
Nova Scotia Health Authority
Halifax, NS
- Full-time
Reporting to the Senior Director, the Director of Interprofessional Practice and Learning (IPP&L) will lead a change agenda to create a vision for advancing person-centred, practice…
Added 11 mins ago
BR
Director of Finance And Accounting
BJRC Recruiting
Toronto, ON
- Full-time
…Finance & Accounting to join its Finance team. Reporting to senior Finance leadership and working closely with executive stakeholders, the successful candidate will lead an established team…
Added 11 mins ago
FS
Lead Infrastructure Architect
Financial Services Regulatory Authority (FSRA)
Toronto, ON · FSRA Head Office
- Full-time
Strengthens FSRA’s security posture through effective identity management, access control, encryption, and data protection.
Added 11 mins ago
Director - Interprofessional Practice & Learning
Nova Scotia Health and IWK Health
Halifax, NS
Reporting to the Senior Director, the Director of Interprofessional Practice and Learning (IPP&L) will lead a change agenda to create a vision for advancing person-centred, practice…
Added 27 mins ago
MN
Executive Assistant
Modern Niagara
Vaughan, ON
- Full-time
…support to the SVP Health & Safety, Chief Information Officer & Data. This role requires exceptional organizational and communication skills, professionalism, and discretion while managing…
Added 27 mins ago
SS
Senior DevOps
Safe Software
Remote, Canada
- Full-time
- Remote
Safe Software is looking for Senior DevOps to join our DevOps team. As a Senior DevOps engineer, you will lead the design and implementation of scalable CI/CD pipelines, develop and…
Added 42 mins ago
MA
Senior Software Engineer
Milya AI
Montreal, QC
- Full-time
Role Description As a Senior Software Engineer at Milya AI, you will design, build, and maintain production-grade software systems that power our AI-driven dental solutions. You will…
Added 57 mins ago
P
Product Lead
Pontosense
Toronto, ON
- Full-time
Lead the product that home care organizations and partners use to keep older adults safe, at a fast-growing senior care technology company in 24 countries.
Added 1 hour ago
UC
Guidewire Transformation Manager
Us3 Consulting
Toronto, ON
- $160,000 to $195,000 CAD / year
- Full-time
Coordinate multiple delivery streams, including solution design, configuration, integrations, data migration, testing, and deployment.
Added 1 hour ago
T
Senior Manager – Analytics & Insights
Teqfocus
Markham, ON
- Full-time
Teqfocus is a Data and AI company that helps enterprises build and scale the Agentic Enterprise - connecting the data foundation, the intelligence layer, and the applications teams run…
Added 1 hour ago
A
Interaction/Visual Designer - Advanced [AQ-24944]
Aquent
Montreal, QC
- $50 to $53 CAD / hour
- Contract
Leverage powerful visualizations and interactions to facilitate analytic thinking, especially when working with large and complex data sets.
Added 1 hour ago
A
Product Manager (Bangkok-based)
Agoda
Vancouver, BC
- Full-time
This role is BANGKOK-BASED, RELOCATION PROVIDED. Our Product Managers are analytical and data-driven individuals, who’re responsible for building products end-to-end focusing on analyzing…
Added 1 hour ago
A
Sourcing Specialist (Bangkok-based, Relocation Provided)
Agoda
Vancouver, BC
- Full-time
No two days are the same at Agoda. Data and technology are at the heart of our culture, fueling our curiosity and innovation. If you’re ready to begin your best journey and help build…
Added 1 hour ago
Q
Senior Conversational Bot Engineer
Quantiphi
Canada
- Full-time
…applications. You must typically have in-depth knowledge of analyzing data, developing chatbot, automation to handle data and work with data refinement tools. Understanding business…
Added 1 hour ago
G
Electrical Manager
GagaMuller
Regina, SK
- Full-time
With a proven track record working alongside global technology leaders and data centre developers, we combine local expertise with global standards to ensure projects are delivered on time,…
Added 1 hour ago
G
Mechanical Manager
GagaMuller
Regina, SK
- Full-time
With a proven track record working alongside global technology leaders and data centre developers, we combine local expertise with global standards to ensure projects are delivered on time,…
Added 2 hours ago
CO
Strategic Management Lead
City of Edmonton
AB · Edmonton, AB
- Full-time
…future of Edmonton. You will serve as a trusted advisor to senior leadership, developing the City’s Enterprise Performance Management system and leading implementation of results-based…
Added 2 hours ago
HT
Director, Finance (CSM)
Husky Technologies
Bolton, ON
- Full-time
Serve as the senior finance partner to service leadership, operations, commercial teams, and Customer Success leaders, providing insight and challenge on strategic priorities, business…
Added 2 hours ago
J
Senior Product Manager - LPO & Analytics
Jobgether
Canada
- Full-time
As a Senior Product Manager, you will lead two strategically important product portfolios: Location Performance Optimization (LPO) and Analytics, with a primary focus on building…
Added 2 hours ago
J
Senior Product Management Director
Jobgether
Canada
- Full-time
This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Senior Product Management Director based in Canada.
Added 2 hours ago
J
CPA Accountant
JobsMedia.io
Longueuil, QC
- Full-time
We are seeking a highly qualified Senior Accountant (CPA) to join a growing Quebec-based company. You will play a key role in reviewing financial statements, evaluating internal processes,…
Added 2 hours ago
PA
Robotics Technician
Prodomax Automation Ltd.
Barrie, ON
- Full-time
Growth Focus: Demonstrates technical leadership by identifying design efficiencies and takes a lead role on projects. Works towards a Senior level position.
Added 2 hours ago
PA
Mechanical Designer
Prodomax Automation Ltd.
Barrie, ON
- Full-time
Prepare detailed jig and machine design concepts using part data and GDT drawings
Added 2 hours ago
GO
Senior Energy Advisor
Government of Yukon
Whitehorse, YT
- Full-time
The Senior Energy Advisor is part of a team that develops, implements and evaluates energy programs and initiatives designed to achieve the Yukon’s energy objectives with an emphasis on…

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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