Senior Program Owner GTM Capabilities - CS / Sales Methodology

Guidewire Software

About The Position

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 Go-to-Market Capabilities for the global Customer Success organization, you turn business needs into meaningful learning that helps our teams win. You design, deliver, and continuously improve programs that are simple to use and tied to real business outcomes. You will be accountable for owning a portfolio of work including new hire / role assignment learning, methodology training, and competency development. In addition, you will be accountable for the ownership of the Sales / Adoption methodology (Challenger), applicable to all field-facing organizations.

Requirements

Experience: 5-8 years in enablement, learning & development, onboarding, or related fields within enterprise software; 3-5 years facilitating live or virtual training sessions.
Instructional design and facilitation: exhibit advanced skills in curriculum design, learning activities, and dynamic presentation/facilitation
Business acumen and P&C industry knowledge: contextualize by domain 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.
Strategic stakeholder collaboration: influence alignment with EBPs and cross‑functional leaders; translate needs into effective enablement solutions.
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).

Nice To Haves

P&C insurance or enterprise SaaS experience preferred.

Responsibilities

Accountable for the functional onboarding program for the Customer Success organization, including design and delivery of an effective self-study curricula program for each templated role. Roles include Customer Success Managers, Client Partners, Operational Roles, and Alliances functions. Success is measured by achievement of role readiness at the 6-month mark of employment or new hire assignment.
Maintain the Customer Success program currency, ensuring programs are regularly enhanced, communicated and measured against business expectations.
Ensure new programs are loaded into appropriate LMS and new changes are communicated effectively to business leadership and owners.
Responsible for ensuring your new hires are appropriately registered for Field Onboarding or technical certification courses as assigned.
Assess ongoing feedback to ensure programs are continually enhanced.
Responsible for delivery of the Sales / Adoption methodology (Challenger or otherwise defined) for the entire Field organization.
Ensure methodology is incorporated into new hire approaches for Sales, Customer Success, Alliances, and Services.
Organize ongoing learning experiences and recertifications across the field organization to assess skills as required.
Responsible for program development of ad-hoc role / functional training to further elevate the skill development of the Customer Success organization.
Partner with the Sales / Adoption Business Partner to ensure delivery aligns with other in-person learning events.
Ensures all projects are appropriately managed using readiness methodology, including completion of needs assessments, training / readiness plans, and curation / development of content.
Build 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.
Partners with Readiness Business Partners to plan and deliver ongoing training associated with new hire programs or in-person field events such as Regional Kick-Offs, Sales Reviews, etc.
Tracks program success based on business performance, usefulness, and completion rates.
Supports the future readiness strategy, delivering enablement projects to internal personas.
Supports the overall readiness transformation program, aimed at migrating away from a push strategy to a pull strategy, utilizing AI capabilities to provide content in context.