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About the Role

Guidewire is seeking an AI Enablement Specialist to simplify complex technology and help employees adopt AI-driven work methods. This role involves reimagining processes, prototyping AI solutions, and designing digital experiences. You will serve as an internal advisor, enhancing company-wide AI fluency through change management, strategic communications, and hands-on engagement.

Responsibilities

Build reusable frameworks and playbooks for AI-enabled process design.
Act as a coach, trainer, and advisor on AI possibilities and trends.
Challenge existing process assumptions through workshops and discovery sessions.
Lead end-to-end process reimagination by mapping current-state processes and redesigning them for an AI-native world.
Identify and prioritize high-impact AI use cases and process transformation opportunities.
Prototype and pilot redesigned processes using approved AI platforms and agile methods.
Establish success metrics and measure outcomes of AI initiatives.
Conduct change and stakeholder assessments to evaluate organizational readiness.
Lead change-management planning and execution across the project lifecycle.
Deliver adoption and reinforcement initiatives, including training.
Partner across teams and advocate for employees affected by change.
Monitor adoption and feedback for continuous improvement.
Coordinate employee events, including All Hands and lunch-and-learns.
Manage event logistics, including agendas, invitations, and follow-up.
Coach meeting hosts on presentation and facilitation techniques.
Support employee-engagement programming related to community, mentoring, and AI fluency.
Translate complex technical and operational information into clear communications.
Create various communication materials such as newsletters, FAQs, and presentations.
Manage digital publishing of content across intranet and email channels.
Create high-quality visual materials, including presentations, videos, and infographics.

Requirements

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.
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.
Excellent written, verbal, presentation, facilitation, and interpersonal communication skills.
Ability to make technical or operational information understandable for diverse audiences.
Experience coordinating multiple projects, deadlines, stakeholders, communication channels, and events.
Strong creative and visual-design skills.
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.

Skills

Change Management
Internal Communications
Employee Engagement
Enablement
Event Coordination
Customer Service
Business Process Analysis
Process Mapping
Management Consulting
Digital Transformation
Generative AI Tools
Low-code Automation
Intelligent Workflows
Human-in-the-loop Checkpoints
Agentic Interactions
Wireframing
Mockups
Prototyping
Written Communication
Verbal Communication
Presentation Skills
Facilitation Skills
Interpersonal Skills
Visual Design
Project Coordination
Stakeholder Management
Problem-Solving
Influencing
Coaching
Organizational Capability Building

Location

Mississauga, Canada

Work Type

Hybrid
Full-time

Experience Level

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.
1-2 years of practical experience applying generative AI tools, low-code automation, or intelligent workflows to real business processes.

Education Level

Bachelor’s degree in communications, marketing, change management, business, technology, or a related field; equivalent relevant experience may also be considered.
Change-management certification or formal change-management education is an asset.

Salary/Compensations

94,000.00 - 118,000.00 CAD

Benefits

Health insurance
Dental insurance
Vision insurance
Paid time off
Company sponsored retirement plan
Annual company bonus plan (contingent on factors)
Commissions (contingent on factors)
Long term incentive awards (contingent on factors)

About the Company

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.

Equal Opportunity

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.