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Added 14 mins ago
Data Scientist, FX Quantitative Research
Stripe
Toronto, ON
You'll be the senior quantitative lead for FX within Treasury Finance Data Science. You'll co-build with Treasury, the FX hedging team, Finance, and Engineering: shaping the research…
Added 14 mins ago
TR
Staff Software Engineer - II (KeyCite)
Thomson Reuters
Toronto, ON · Canada, Toronto, Ontario
- Full-time
As a Staff Software Engineer II at KeyCite, you will lead complex, business-critical engineering initiatives from architecture through production. You will modernise established platforms…
Added 14 mins ago
T
Product Owner I - AskHR
TD
London, ON · Toronto, ON
- Full-time
We’re looking for a Product Owner I to lead the product direction for AskHR, our ServiceNow-based HR help desk application. In this role, you’ll help shape how colleagues access HR support…
Added 14 mins ago
Health Safety and Wellness Manager
Conestoga Meats
Breslau, ON
…disability management programs, wellness initiatives, security operations, and emergency preparedness across two facilities employing approximately 1,450 team members operating on three…
Added 14 mins ago
HS
Site Reliability Engineer- EDI
Hyve Solutions
ON · Ontario, Canada
- $70,000 to $110,000 CAD / year
- Full-time
…company rapidly delivers fast, agile execution through dep technical partnerships and co-innovation, and supply chain clarity. Hyve’s integrated ODM, CM, and SI capabilities eliminate…
Added 14 mins ago
C
Senior Automation Test Lead
Citi
Mississauga, ON
- Full-time
The Applications Development Technology Senior Lead Analyst is a senior level position responsible for establishing and implementing new or revised application systems and programs in…
Added 14 mins ago
EC
Intermediate - Senior Structural Engineer
EnGlobe Corp.
Victoria, BC
- Full-time
Lead site visits, field reviews, condition assessments, and construction observations, and provide clear technical direction through field reports, recommendations, and follow-up…
Added 14 mins ago
A
Senior Project Manager
Airswift
Calgary, AB
- Contract
…and positioned for successful execution. Working closely with Operations, Commercial, Engineering, Regulatory, Environmental, Land, and Indigenous Relations stakeholders, this individual…
Added 14 mins ago
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Tax Analyst - Business Incentive
NFI Group Inc.
Winnipeg, MB
- Full-time
POSITION SUMMARY: The Tax Analyst - Business Incentives will be the primary technical resource for company-wide business incentives. In addition, they will have various tax reporting…
Added 14 mins ago
PS
Director of Sales And Business Development
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Vaughan, ON
- Full-time
Our client is a leading North American provider of high-quality ventilation, duct, and exhaust solutions. Known for technical expertise, innovation, and customer service, the company offers…
Added 29 mins ago
K
Senior Manager – Audit Quality
KPMG
Calgary, AB · AB · Lethbridge, AB · Abbotsford, BC · Burnaby, BC · Chilliwack, BC · Fort St. John, BC · Kamloops, BC · Kelowna, BC · Langley (District), BC · Prince George, BC · Quesnel, BC · Vancouver, BC · Vanderhoof, BC · Vernon, BC · Victoria, BC · Winnipeg, MB · St. John's, NL · Halifax, NS · Hamilton, ON · Kingston, ON · London, ON · North Bay, ON · Oakville, ON · Ottawa, ON · Parry Sound, ON · Perth, ON · Sault Ste. Marie, ON · St. Catharines, ON · Sudbury, ON · Toronto, ON · Vaughan, ON · Waterloo, ON · Windsor, ON · ON · Regina, SK · Saskatoon, SK · Swift Current, SK · Edmonton, Alberta · Langley, British Columbia · Kanata, Ontario
- Full-time
…balance is how our values show up - in how we work, how we lead, and what we…
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Quality Assurance Manager – ISO 9001 & Quality Systems
Remote People
Calgary, AB
- Full-time
…in Toronto for an experienced Quality Assurance Manager to lead quality systems, regulatory compliance and continuous improvement across its manufacturing…
Added 29 mins ago
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Business Development Manager - Temperature Control
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- Full-time
…business opportunities, promoting the Aggreko brand, and providing technical expertise throughout the sales process. The role supports commercial and pricing strategies, develops effective…
Added 29 mins ago
I
Senior Software Developer
Intelcom
Montreal, QC · Service Centre (Montreal) Lab
- Full-time
With more than 100 sorting stations and operations across three continents, Intelcom | Dragonfly is Canada’s leader in last-mile logistics. Our vision is clear: to deliver fast, accurate,…
Added 29 mins ago
M
Senior Manager, U.S. Corporate Tax
MNP
Edmonton, AB · AB · Winnipeg, MB · Calgary, AB
- Full-time
Lead multiple client facing engagement teams responsible for the completion of U.S. corporate tax engagements involving advice on tax planning opportunities, tax minimization strategies,…
Added 29 mins ago
R
Gestionnaire de projets stratégiques de la chaîne d’approvisionnement / Project Manager Strategic Supply Chain Projects
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- Full-time
…passagers et de marchandises aux services médicaux d’urgence, aux opérations humanitaires et à la lutte contre les feux de forêt, partout dans le…
Added 43 mins ago
SM
Experienced Underground Diamond Driller
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ON · Balmertown, ON
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With operations across Australia, North America and Europe, Swick is recognized for safe performance, technical innovation, high-quality drilling delivery and a team culture where people…
Added 43 mins ago
NB
Chief Technical Support Analyst End-User IT
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Toronto, ON
- Full-time
As a Chief Technical Support Analyst, End-User IT Support you will be part of a specialized end-user support team that provides advanced, hands-on deskside and trading-floor support for…
Added 43 mins ago
AA
Chief Technology Officer
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Lead the engineering organization, including software development, architecture, infrastructure, DevOps, QA, technical support escalation, and AI-related engineering practices.
Added 43 mins ago
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CSN Collision is looking for a strong leader to manage one of our stores. Reporting to the Regional Operations Manager - Cluster 2, The General Manager for a collision center is responsible…
Added 44 mins ago
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Superviseur de production (quart de nuit) / Production Supervisor (Night Shift)
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- Full-time
…passagers et de marchandises aux services médicaux d’urgence, aux opérations humanitaires et à la lutte contre les feux de forêt, partout dans le…
Added 44 mins ago
R
Superviseur de production (quart de soir) / Production Supervisor (Evening Shift)
RTX
Longueuil, QC
- Full-time
…passagers et de marchandises aux services médicaux d’urgence, aux opérations humanitaires et à la lutte contre les feux de forêt, partout dans le…
Added 44 mins ago
PB
Director of SEO
Powered by search
Remote, Canada
- Full-time
- Remote
Reporting to the VP, Operations, you will be responsible and accountable for:
Added 44 mins ago
Senior Integration & BI Developer
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Calgary, AB
Lead complex incident response and coordinate resolution across multiple technical and business teams.
Added 44 mins ago
Director, Product Marketing - Scotia Global Asset Management
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Toronto, ON
…complex multi-brand, multi-channel distribution ecosystem. Lead product launch marketing strategy, market positioning, and integrated go-to-market execution to support business growth,…

Us3 Consulting

Guidewire Transformation Manager

Toronto, ON, Canada

$160,000 to $195,000 CAD / year · Full-time

Apply About employer

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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