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Added 5 mins ago
T
Sr. IT Manager - IT Application Support
TD
Toronto, ON
- Full-time
…Finance & Operations, Back Office, Treasury Credit, FX and Risk Management to develop and implement lasting and robust technology solutions as well as support the existing application and…
Added 5 mins ago
T
Senior Manager Strategy and Innovation
TD
Toronto, ON
- Full-time
…digitized, automated, or redesigned to improve effectiveness, reduce operational burden, and create capacity for higher-value risk insight. The successful candidate will help translate…
Added 5 mins ago
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Regional Director of Trust - Prairies
BMO
Calgary, AB · CALG
- Full-time
…meets policy and procedures requirements for profitability and risk…
Added 5 mins ago
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Personal Banking Associate
BMO
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- Full-time
Supports operational activities (e.g. inventory management, escalated service requests, following up on customer applications, filing, opening and closing activities).
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Manager, Business Banking Analytics
BMO
Toronto, ON · BMOPLACE
- Full-time
Create a framework to improve processes to minimize operational risk and increase team efficiency
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Customer Service Representative
BMO
Winnipeg, MB
- Part-time
Supports operational activities (e.g. inventory management, escalated service requests, following up on customer applications, filing, opening and closing activities).
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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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Scotiabank
Toronto, ON
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Scotiabank
Vancouver, BC
…day-to-day business controls to meet obligations with respect to operational, compliance, AML/ATF/sanctions and conduct…
Added 20 mins 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
…and team leadership to our growing team as a Student Success Manager. The Student Success Manager is a collaborative and student-centred leader with exceptional relationship-building,…
Added 20 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 35 mins ago
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Assistant Manager, Financial Accounting & Reporting
Turner & Townsend
Toronto, ON
- Full-time
We are seeking a highly skilled & experienced Manager - Finance & Reporting to join our team in Toronto, Canada office.
Added 35 mins ago
FW
Senior Business Architect
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Remote, Canada
- Contract
- Remote
Future Works is a US-focused, AI-native professional services firm building operational AI and data systems. Our foundation beliefs are simple: optimization lowers need for resources, which…
Added 50 mins ago
Procurement Manager
PagerDuty
Toronto, ON
PagerDuty is seeking an exceptional, forward-thinking Procurement Manager to join our team! In this role, you will act as a core strategic business partner to our Product Management…
Added 50 mins ago
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IT Project manager
Dexian
Waterloo, ON
- $67 to $82 CAD / hour
- Contract
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Added 50 mins ago
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Business Analyst 2
Surrey Police Service
Surrey, BC
- Full-time
…Corporate Services Bureau. Reporting to the Application Services Manager, the successful candidate formulates and defines business scope and objectives through research, fact finding and a…
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Operations Manager
The Dalton Company
Toronto, ON
- Full-time
The Operations Manager reports directly to the Director of Construction and is accountable for operational planning, resource allocation, project execution, and escalating issues affecting…
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T&
Assistant Manager, Financial Accounting & Reporting
Turner & Townsend
Toronto, ON
- Full-time
We are seeking a highly skilled & experienced Manager - Finance & Reporting to join our team in Toronto, Canada office.
Added 50 mins ago
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Manager, Sales Compensation
Aviso
Toronto, ON
- $110,000 to $135,000 CAD / year
- Full-time
We're looking to fill an opening for a Manager, Sales Compensation to join our People and Culture team.
Added 50 mins ago
C
Manager, Fire Safety and Ground Operations, Facilities Management – Permanent Full-Time
CHEO
Ottawa, ON
- $58.74 to $69.12 CAD / hour
- Full-time
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Added 1 hour ago
OO
Director - Banking Risk and Capital (Credit Risk) Division
Office of the Superintendent of Financial Institutions Canada
Toronto, ON
- Full-time
Directors within the Credit Risk Division are accountable for providing strategic direction to the unit’s activities in manner that aligns with OSFI’s priorities in a manner consistent with…
Added 1 hour ago
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Private Wealth Analyst, Summer 2027 (Co-op/Internship) - 4 months
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- Full-time
Communicates and reinforces program principles, strategies, processes and standards in all operational activities.
Added 1 hour ago
OS
HR Advisor
Ontario Securities Commission
Toronto, ON · CA ON Toronto
- Full-time
…stability of the financial system and the reduction of systemic risk. This mandate is performed through policy, operational, and enforcement activities. The OSC also contributes to national…
Added 1 hour ago
HR
Manager, Loss Prevention
Holt Renfrew
Toronto, ON
- Full-time
The Manager supports the store leadership team in achieving compliance to policies and procedures and continuous improvement to achieve operational excellence. Manages and develops Loss…
Added 1 hour ago
D
Assistant Manager, Market Development
Desjardins
Alma, QC · Baie-Saint-Paul, QC · Dolbeau-Mistassini, QC · Roberval, QC · Saguenay, QC
- Full-time
As a market development assistant manager, you support Desjardins’s strategic priorities by leading your department, tapping into the full market potential and meeting the needs and…

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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