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The Guidewire Enterprise Readiness Team is a critical strategic organization developed to align information, learning and communication experiences to support readiness and adoption goals across all Guidewire personas - Customer, Partner, and our internal Guidewire team. Our goal is to build an enterprise training and enablement strategy that becomes a competitive differentiator—ensuring employees, customers, and partners maximize their impact with Guidewire Cloud.As a Program Owner specializing in Products / Capabilities, you will design and deliver programs geared toward promoting adoption and knowledge of Guidewire products, capabilities, and services. Your focus will be on Level 2 (mid-tier) products and capabilities as well as services changes that require internal and external education. You will focus on readiness plans that span multiple personas, including internal, customer, and partner communities. You will partner across the Guidewire organization to ensure roles have the information they need to successfully understand and adopt Guidewire products.
Job Description
Required Skills / Experience
Experience: 3-5 years in enablement, learning & development, onboarding, or related fields within enterprise software; 1–2 years facilitating live or virtual training sessions. P&C insurance or enterprise SaaS experience preferred.
Instructional design and facilitation: exhibit strong skills in curriculum design, learning activities, and dynamic presentation/facilitation. Working knowledge of AI tooling in instructional design.
Business acumen and P&C industry knowledge: understanding of the insurance domain in order to ensure strategic relevance and practical adoption.
Complex project management: plan and execute multi‑workstream programs; maintain accurate weekly status in the project tracking system.
Communication and Adaptability: exhibit excellent verbal, written, and presentation skills. Has the ability to multitask and quickly adapt to a changing environment.
Integrity, Rationality, & Collegiality: operate within the Guidewire values; integrity by building truthful relationships, with rationality by making evidence-based decisions, and with collegiality by working as a professional equal among your peers.
Tools proficiency: Google Workspace; LMS and survey/analytics; authoring platforms; virtual delivery tools; AI tools, project tracking (e.g., Monday.com).
Key Responsibilities
Manages a portfolio of projects associated with increasing adoption of new Level 2 (mid-tier) and products and capabilities. Defines and delivers persona-based learning to support sales, customer success, services, support, customer, and partner learning needs.
Ensures all projects are appropriately managed using readiness methodology, including completion of needs assessments, training / readiness plans, and curation / development of content. Builds the right content/format for the program (live, virtual, self‑serve, tool guides). Partner with the business for sign-off on plan, content and outcome measurement.
Utilizes an AI-first model for effective delivery, considering elements of in-person (virtual) learning, video delivery, and AI coaching models. Manages testing and certification requirements for the products assigned as defined in the training plan.
Responsible for design, delivery, and measurement of assigned product, capability, and services enablement programs.
Partners with Readiness Business Partners to plan and deliver ongoing training associated with new product delivery, ongoing product / capability updates, and adoption metrics. Collaborates on learning activities in ongoing events such as Regional Kick-Offs, Sales Reviews, etc.
Gathers and incorporates feedback from stakeholders to continually improve delivery and outcome.
Collaborates cross-functionally with other organizations within Guidewire responsible for creating and distributing product and capability content and information, including Product Management, Support, Product Marketing, LX / UX, and Communications teams.
Tracks program success based on business performance, usefulness, and completion rates.
Key Performance Indicators (KPIs)
Stakeholder Satisfaction: Internal and external satisfaction with the strategic partnership and execution of enablement activities.
Business Performance: Correlation of readiness program to a specific, measurable performance improvement including new hire readiness and increased skill attainment.
Program Usefulness Score: Average post-learning usefulness score reflecting the quality, accuracy, and relevance of enablement program content.
Program Completion Rate: The percentage of the target audience who complete the enablement program within the designated timeframe.
Program Management: Adherence to program methodology, appropriately tracking tasks and measure outcomes via tools such as Monday.com.
Disability Accommodations and Guidewire’s Appeals Process. Guidewire provides accommodations to the hiring process to create a fair opportunity for candidates with disabilities to contend for open positions. Accommodation requests should be directed to Accommodations@guidewire.com. If things do not go as hoped, we invite you to use our appeals process. Guidewire promises to independently review any denied accommodation and any decision not to offer you the position. The appeals process is the same in either case. Within five business days of receiving a notice of denial of an accommodation, or receiving a notice of your non-selection for a vacancy, e-mail Accommodations@guidewire.com to make an appeal. Guidewire will assign a new decision-maker to review the request and/or hiring decision, who will then notify you in writing of a decision within 10 business days.
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.
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