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Added 8 mins ago
WI
Independent Insurance broker
WellCare Insurance Corp.
Toronto, ON
- Full-time
Whether you’re an experienced broker with an established book of business or a motivated advisor looking to grow your career, we’d love to connect with you.
Added 54 mins ago
RB
Client Advisor
Royal Bank of Canada
Quebec, QC
- Part-time
…a great career with us as a future Account Manager/Banking…
Added 54 mins ago
RB
Administrative Assistant
Royal Bank of Canada
ON · GREATER SUDBURY / GRAND SUDBURY, Ontario
- Full-time
By providing ongoing, exceptional service and support to our clients and our Advisor team, you will help our team deepen existing relationships and welcome new clients to the firm. Offering…
Added 54 mins ago
RB
Client Advisor
Royal Bank of Canada
Regina, SK
- Full-time
Added 1 hour ago
AC
Sr Underwriter, Surety
Aviva Canada
Vancouver, BC
- Full-time
As a trusted advisor, you will help strengthen and expand Aviva's Surety presence by managing a portfolio of contractor accounts, collaborating with accredited brokers, and contributing to…
Added 1 hour ago
K
Senior Consultant - IT Risk Services
KPMG
ON · Toronto, Ontario
- Full-time
Strong understanding and experience with IT risk management and assessments in different capacities (e.g. advisor, internal/external audits, implementor).
Added 1 hour ago
Manager, Talent Acquisition
Connor, Clark & Lunn Financial Group Ltd.
Toronto, ON
…continuous improvement initiatives. You will serve as a trusted advisor to business leaders, support the development of our recruitment team, and help advance our use of technology, data,…
Added 1 hour ago
M
Senior Accounting Technician, ease Cloud Accounting Services
MNP
Prince George, BC
- Full-time
…evolving business and financial reporting landscape. As a trusted advisor, you’ll use cutting-edge technology to deliver a full suite of services, including accounts payable, accounts…
Added 1 hour ago
AC
Claims Advisor Auto
Allstate Canada
Canada
- Full-time
Our team is growing, and we are actively looking to hire Claim Advisor, Auto. To meet our customers' needs, your work week will be Monday to Friday 9:00am to 5:00pm MST.
Added 1 hour ago
LC
Banking Advisor - London Elgin Region
Libro Credit Union
London, ON
- Full-time
Join Libro Credit Union as a full-time Banking Advisor at our London East Branch
Added 1 hour ago
IS
Member Advisor (Woodgrove Branch)
Island Savings
Nanaimo, BC
- $46,900 to $50,200 USD / year
- Full-time
We are currently seeking a Member Advisor to join our team.
Added 1 hour ago
HT
VP, Accounting & Controllership (Husky)
Husky Technologies
Bolton, ON
- Full-time
Modernizing the global finance operating model through standardization, simplification, automation, and continuous improvement.
Added 1 hour ago
CP
Tax Advisor
Capital Power
Edmonton, AB
- Full-time
Reporting to the Senior Lead, Taxation, the Tax Advisor will support the tax team in preparing complex tax returns, tax provision and related reporting requirements.
Added 2 hours ago
SM
AI Solutions Developer
Sandbox Mutual Insurance
Saskatoon, SK
- Full-time
Serving as Sandbox’s trusted advisor and subject matter expert on artificial intelligence, automation, and emerging technologies
Added 2 hours ago
T
Tangerine Growth Advisor - Tangerine
Tangerine
Toronto, ON
- Full-time
Establish and maintain personal finance expertise by participating in ongoing professional development.
Added 2 hours ago
TS
Vice President, Global Core Trade Finance, TD Securities, Global Transaction Banking
TD Securities
Toronto, ON
- Full-time
…candidate must be a subject matter expert in traditional Trade Finance (SBLCs/bank guarantees, export LCs, imports LCs, etc.) This candidate will have the ability to identify GCTF business…
Added 2 hours ago
ME
Chief Financial Officer
MNP Executive Search & Professional Recruitment
Hay River, NT
- Full-time
The ideal candidate is an accomplished executive with a proven track record leading finance, treasury, risk management, regulatory affairs, and capital planning functions within large,…
Added 2 hours ago
N(
Strategic Procurement Specialist
NAIT (Northern Alberta Institute of Technology)
AB · Edmonton, AB
- Full-time
Added 2 hours ago
NA
Strategic Procurement Specialist
Northern Alberta Institute of Technology
St. Catharines, ON · Main Campus
- Full-time
Added 2 hours ago
M
Manager, Property Tax Services / Directeur(trice), Fiscalité foncière
MNP
Winnipeg, MB
- Full-time
…within a complex and dynamic regulatory framework. As a trusted advisor, you’ll monitor markets and legislative changes to ensure that clients are utilizing all available programs and…
Added 2 hours ago
M
Consultant, Property Tax Services / Conseiller(ère), Fiscalité foncière
MNP
Winnipeg, MB
- Full-time
…within a complex and dynamic regulatory framework. As a trusted advisor, you’ll monitor markets and legislative changes to ensure that clients are utilizing all available programs and…
Added 2 hours ago
C
Mobile Mortgage Advisor – Bilingual
CIBC
Montreal, QC
- Full-time
…clients achieve their home ownership dreams. As a Mobile Mortgage Advisor, you’ll have the flexibility to meet with your clients where and when it’s convenient for them. You’ll make lasting…
Added 2 hours ago
Manager, Strategic Transaction Advisory and Accounting & Reporting - Assurance - Toronto
EY
Toronto, ON
…high-stakes strategic transactions. Working directly with senior finance leaders and executives, you’ll influence pivotal decisions and advise on transformative events - including…
Added 3 hours ago
AC
Senior Manager, Indirect Tax
ACCA Careers
Winnipeg, MB
- Full-time
…within a complex and dynamic regulatory framework. As a trusted advisor, you’ll identify benefit entitlements and develop customized federal and local indirect tax strategies that minimize…
Added 3 hours ago
AC
Manager, Indirect Tax
ACCA Careers
Winnipeg, MB
- Full-time
…within a complex and dynamic regulatory framework. As a trusted advisor, you’ll identify benefit entitlements and develop customized federal and local indirect tax strategies that minimize…

Guidewire Software

AI Enablement Specialist/Senior

Toronto, ON, Canada


The Canadian CAD base salary range for this full-time position is 94,000.00 - 118,000.00. · Full-time

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Job details

Pay: 
The Canadian CAD base salary range for this full-time position is 94,000.00 - 118,000.00.
Job type: Full-time
Posting language: English
Posted: Oct 26, 2026

Original job description

Summary

Guidewire is hiring an AI Enablement Specialist to make complex technology accessible and empower employees to embrace AI-driven ways of working. In this role, you will lead end-to-end process reimagination by challenging legacy assumptions, prototyping AI solutions, and designing high-impact digital experiences. By blending change management, strategic communications, and hands-on engagement, you will act as a trusted internal advisor to elevate company-wide AI fluency.

You will help Guidewire advance its mission to transform how the world’s P&C insurers do business by enabling colleagues to work effectively with trusted technology and information. The role offers opportunities to learn, collaborate globally, and make a meaningful impact in a culture grounded in determination, collaboration, continuous improvement, and bravery.

Job type: Hybrid
Location: Mississauga, Canada

Job Description

AI Enablement Specialist

Employment type: Full-time
Job type: Hybrid
Location: Mississauga, Canada
Department: Business Technology Strategy & Operations

Roles and responsibilities

AI process design

Build reusable frameworks and playbooks: Create standards, design patterns, and best practices for AI-enabled process design so teams across Guidewire can apply them consistently and at scale.
Act as a coach, trainer and advisor: Educate leaders and teams on what’s possible with AI, share emerging trends and lessons learned, and foster a culture of continuous improvement and experimentation.
Challenge existing process assumptions: Facilitate workshops and discovery sessions to question why steps, approvals, handoffs, and systems exist, and determine which can be eliminated, automated, or fundamentally rethought.
Lead end-to-end process reimagination: Partner with Guidewire employees to map current-state processes that span across functions (e.g., IT, Finance, Procurement, etc.), identify friction, and redesign them from first principles for an AI-native world rather than layering AI onto legacy workflows.
Identify and prioritize high-impact opportunities: Build a pipeline of AI use cases and process transformation candidates, using a clear framework (value, feasibility, risk, adoption readiness) to guide investment and sequencing.
Prototype and pilot rapidly: Use approved AI platforms and agile methods to test redesigned processes with real users, gather feedback, and iterate before full-scale rollout.
Establish success metrics and measure outcomes: Define baselines and KPIs (cycle time, cost to serve, quality, employee and customer experience, adoption) and track realized value against the business case.

Change management and adoption

Conduct change and stakeholder assessments: Perform organizational-readiness, change-impact, stakeholder, and adoption assessments; use stakeholder data to identify audiences, tailor engagement approaches, and inform change decisions.
Lead change-management planning: Develop and execute change-management plans across the project lifecycle; apply appropriate change-management frameworks and methods to communications, learning, and adoption activities.
Deliver adoption and reinforcement: Design and deliver user-adoption, training, and reinforcement initiatives.
Partner across teams and advocate for employees: Partner with project teams, business stakeholders, and functional departments to support successful implementation and sustained usage; advocate for employees affected by change and bring empathy, clarity, and respect to each engagement.
Monitor adoption and feedback: Define and monitor adoption measures, feedback mechanisms, and continuous-improvement actions.

Events and employee engagement

Coordinate employee events: Organize, promote, and facilitate Employee Engagement Advocate events, including All Hands, VP Huddles, office lunches, Guidewire Gives Back activities, leadership visits, lunch-and-learns.
Manage event logistics: Coordinate agendas, invitations, presentations, logistics, speaker preparation, and follow-up activities.
Coach meeting hosts: Guide meeting hosts on presentation techniques, agenda management, inclusive screen sharing, audio accessibility, and related practices.
Support employee-engagement programming: Help deliver programming that supports community, mentoring, engagement, AI fluency, and employee experience.

Content creation and digital publishing

Translate complex information: Translate technical, operational, and project information into clear, plain-language communications.
Create communications and content: Create newsletters, FAQs, intranet content, email messages, Slack posts, internal social updates, presentations, talking points, job aids, and project updates.
Manage digital publishing: Publish and maintain content across intranet and email channels, managing approvals, workflows, version control, accessibility, and metadata.
Create visual materials: Create high-quality visual materials, including Google Slides presentations, videos, infographics, and one-page guides.

Qualifications

Bachelor’s degree in communications, marketing, change management, business, technology, or a related field; equivalent relevant experience may also be considered.
3+ years of experience in change management, internal communications, employee engagement, enablement, event coordination, customer service, or a related area.
3+ years in business process analysis, process mapping, management consulting, or digital transformation roles within enterprise operations (e.g., Finance, Procurement, IT).
1–2 years of practical experience applying generative AI tools, low-code automation, or intelligent workflows to real business processes.
Comfort designing human-in-the-loop checkpoints and agentic interactions.
Ability to rapidly create wireframes, mockups, or low-code pilots to test process ideas with end-users and iterate based on feedback.
Excellent written, verbal, presentation, facilitation, and interpersonal communication skills.
Ability to make technical or operational information understandable for audiences with varying levels of familiarity.
Experience coordinating multiple projects, deadlines, stakeholders, communication channels, and events.
Strong creative and visual-design skills, with the ability to create clear and engaging presentations, videos, graphics, and job aids.
Change-management certification or formal change-management education is an asset.
Experience advising senior stakeholders, facilitating ambiguous problem-solving, and influencing without authority.
Ability to coach teams and build organizational capability.
Experience managing multiple stakeholders, workstreams, dependencies, and competing priorities.

Why Guidewire

At Guidewire, you will work with people who bring diverse perspectives, expertise, and creativity to a shared purpose. Guidewire describes its culture through determination, collaboration, continuous improvement, and bravery, while its employee-value themes emphasize inclusive culture, trusted leadership, career clarity, access to cutting-edge projects, learning, and meaningful impact. In this role, you will help colleagues grow their confidence with technology, strengthen connections across the organization, and contribute to solutions that help P&C insurers modernize and thrive.


The Canadian CAD base salary range for this full-time position is 94,000.00 - 118,000.00. Your base pay will depend on your experience, skills, education, training, and location among other factors. All full-time positions or part-time roles working 30 hours or more a week at Guidewire are eligible for benefits that support their health and well-being including health, dental, and vision insurance, paid time off, and a company sponsored retirement plan. In addition, some roles may be eligible for the annual company bonus plan, commissions, and/or long term incentive awards which are contingent on a variety of factors including, but not limited to, company and employee performance.


About Guidewire

Guidewire is the platform P&C insurers trust to engage, innovate, and grow efficiently. We combine digital, core, analytics, and AI to deliver our platform as a cloud service. More than 540+ insurers in 40 countries, from new ventures to the largest and most complex in the world, run on Guidewire.

As a partner to our customers, we continually evolve to enable their success. We are proud of our unparalleled implementation track record with 1600+ successful projects, supported by the largest R&D team and partner ecosystem in the industry. Our Marketplace provides hundreds of applications that accelerate integration, localization, and innovation.

For more information, please visit www.guidewire.com and follow us on Twitter: @Guidewire_PandC.

Guidewire Software, Inc. is proud to be an equal opportunity and affirmative action employer. We are committed to an inclusive workplace, and believe that a diversity of perspectives, abilities, and cultures is a key to our success. Qualified applicants will receive consideration without regard to race, color, ancestry, religion, sex, national origin, citizenship, marital status, age, sexual orientation, gender identity, gender expression, veteran status, or disability. All offers are contingent upon passing a criminal history and other background checks where it's applicable to the position.

Guidewire is proud to be a disability inclusive employer. We are committed to providing individualized accommodations and support to candidates for any part of our hiring process. If you think you may need disability-related accommodations, please email EmployAbility at accommodations-gw@employ-ability.org.uk, our disability partner, or schedule a call with an EmployAbility expert (calendar booking slot) for a confidential conversation.

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More about this job

Responsibilities

The AI Enablement Specialist will lead end-to-end process reimagination by prototyping AI solutions and challenging legacy workflows to improve operational efficiency. They will also manage change-management initiatives, facilitate employee engagement events, and create clear communications to foster AI fluency across the organization.

Requirements

Candidates must have a bachelor's degree and at least 3 years of experience in change management, business process analysis, or digital transformation. Additionally, 1-2 years of practical experience with generative AI tools and excellent facilitation and communication skills are required.

Skills

AI process design
Change management
Process mapping
Generative AI
Stakeholder management
Business process analysis
Digital transformation
Communication
Facilitation
Project management
Low-code automation
Strategic communications
Employee engagement
Agile methodology
Data analysis

Benefits

Health insurance
Dental insurance
Vision insurance
Paid time off
Retirement plan

Visa sponsorship

Not detected in the job text

Keywords

AI Enablement
Process Reimagination
Change Management
Generative AI
Business Technology
Process Mapping
Digital Transformation
Stakeholder Engagement
Agile
Low-code
Intelligent Workflows
Internal Communications
Employee Engagement
KPIs
Process Design
Consulting
Enterprise Operations
Guidewire
P&C Insurance
Automation
Human-in-the-loop
Wireframing
Facilitation
Project Management
Visual Design
Strategy
Operations
Cloud Service
Marketplace
R&D

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