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Added 9 mins ago
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Manager, Marketing Operations, Campaigns & Emails
Caseware
Toronto, ON
- $110,000 to $125,000 CAD / year
- Full-time
As the Manager, Marketing Operations, Campaigns & Email at Caseware, you’ll manage our global marketing automation solution and technology stack. Your work will help ensure that the tools…
Added 9 mins ago
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Senior Relationship Manager, Commercial Financial Services
RBC
Halifax, NS
- Full-time
World-class sales and senior leadership training with countless development opportunities
Added 9 mins ago
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HR Advisor
Ontario Securities Commission
Toronto, ON · CA ON Toronto
- Full-time
Reporting to the Head of HR Advisory Services and Support, the HR Advisor works closely with the Senior HR Business Partner to deliver a range of Human Resources services and programs in…
Added 9 mins ago
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Vice President, ETF Distribution, Eastern Canada
TD
Montreal, QC
- Full-time
TD Asset Management (TDAM), a member of TD Bank Financial Group, is a leading North American investment manager offering progressive investment solutions to both institutional and…
Added 9 mins ago
HR
Manager, Loss Prevention
Holt Renfrew
Toronto, ON
- Full-time
The Manager, Loss Prevention works with Store Senior Leadership to reduce the impact of shrinkage and Fraud on the store net profit. The Manager is responsible for establishing and…
Added 9 mins ago
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Senior Branch Administrator, Wood Gundy-Bilingual
CIBC
Laval, QC · Montreal, QC
- Full-time
…developing employee capability and managing performance. As the Senior Branch Administrator, you will be accountable for effectively managing all administrative aspects of Wood Gundy branch…
Added 9 mins ago
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Inventory Coordinator
Cardinal Health
Mount Pearl, NL · Canada-Mount Pearl
- Full-time
…ensuring timely delivery and processing physical returns. The Senior Associate executes the facility’s standard operating procedures (SOPs) and responds effectively to routine and complex…
Added 23 mins ago
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Manager, Financial Accounting & Reporting
Roofmart
Brampton, ON · Roofmart Shared Services
- Full-time
…across Canada. As a key part of the leadership team, the Finance Manager is critical to our team’s ability to deliver accurate, timely and relevant financial information to drive business…
Added 23 mins ago
Manager, Commercial Asset Management
Trans Mountain
Calgary, AB
Trans Mountain is seeking a collaborative, motivated, and values driven individual to join our dynamic team as a Manager, Commercial Asset Management. In this position, you will play a key…
Added 23 mins ago
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Sr. Technology Project Manager
Tundra Technical Solutions
Toronto, ON
- $97,000 to $110,000 CAD / year
- Full-time
The Senior Technology Project Manager is responsible for leading the successful delivery of complex technology programs and projects that support organizational priorities. This role…
Added 23 mins ago
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Commercial Manager
GagaMuller
Regina, SK
- Full-time
We are looking for an experienced Commercial Manager to join GagaMuller on a hyperscale data centre project. Acting as the owner’s representative, you will provide client-side leadership…
Added 23 mins ago
EP
Financial Controller
Elby Professional Recruitment
Kitchener, ON
- $110,000 to $150,000 CAD / year
- Full-time
…operations across the company, reporting directly to the General Manager. This is a role for someone who wants to lead the finance function but also genuinely enjoys being in the details -…
Added 23 mins ago
2I
Senior Systems Testing/ QA Specialist
2iSolutions Inc.
Toronto, ON
- Contract
Our Toronto-based client is hiring a Systems Testing/QA Specialist – Senior for a 4-month hybrid contract opportunity in Toronto, ON. The role requires onsite attendance up to 3 days per…
Added 23 mins ago
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Operations Supervisor - Security Systems
Convergint
Burnaby, BC
- Full-time
Supervises colleagues (typically Project Manager & Project Coordinators) in a manner that maintains morale, skills proficiency and productivity. Recruit and hire team members as required in…
Added 23 mins ago
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Business Development Manager, Toronto
Digicast
Toronto, ON
- Full-time
The Business Development Manager – Toronto Market is responsible for driving new business, developing and nurture strategic relationships in the GTA, and positioning Digicast as the premier…
Added 23 mins ago
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Account Director (PR, Integrated)
MSL (Global)
Toronto, ON
- $105,000 to $115,000 CAD / year
- Full-time
As an Account Director, you will serve as a trusted counselor to senior clients, leading integrated teams and overseeing programs that earn attention, build trust and deliver measurable…
Added 23 mins ago
FL
Talent Acquisition Manager
Falco Logistics
Toronto, ON
- $85,000 to $110,000 CAD / year
- Full-time
Senior, executive-level role reporting directly to the CEO. Falco Logistics is a fast-growing non-asset freight brokerage in Ontario (about 20 people today, with roughly 20 more hires…
Added 23 mins ago
DI
Senior Manager, Digital Experience and Growth
Definity Insurance Company
Toronto, ON
- Full-time
…production workflows. Hands-on experience with Adobe Experience Manager is an…
Added 23 mins ago
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Project Manager / Chef de projet (2 positions)
Maarut
Montréal-Est, QC · Montreal, Quebec
- Contract
GPAP senior vice-presidency's transformation program. The targeted delivery
Added 23 mins ago
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Technical and Regulatory Specialist
Veolia Environnement SA
Ottawa, ON
- Full-time
…expertise with rigorous regulatory oversight. Operating as a senior liaison between Veolia's internal facilities and external regional branches, this role ensures all operations adhere to…
Added 23 mins ago
MANAGER STANDARDS & INNOVATION
City of Toronto
Toronto, ON
…deploying appropriate financial and human resources; provides senior level operational support to the Director and coordinates all branch operations support issues including labour…
Added 23 mins ago
UH
Administrative Assistant III
University Health Network
Toronto, ON
- Full-time
Reports to: Senior Manager, Transfusion Medicine
Added 23 mins ago
UH
Social Medicine Patient Support Representative
University Health Network
Toronto, ON
- Full-time
Added 39 mins ago
PG
Account Director (PR, Integrated)
Publicis Groupe Holdings B.V
Toronto, ON
- Full-time
As an Account Director, you will serve as a trusted counselor to senior clients, leading integrated teams and overseeing programs that earn attention, build trust and deliver measurable…
Added 39 mins ago
SP
Commercial Leasing Manager
Southwest Properties
Halifax, NS
- Full-time
As Commercial Leasing Manager, you will be responsible for the strategic leasing, financial performance, tenant relations, and operational oversight of Southwest Properties’ commercial…

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.

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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