Senior Principal

Summary

THE ROLE

The Senior Principal is a senior leader within Guidewire’s Professional Services organization, responsible for driving the success, scalability, and strategic value of complex cloud transformation programs. Working across a portfolio of high-impact accounts, the Senior Principal serves as a trusted advisor to customer executives, internal leaders, and delivery partners, ensuring that every transformation maximizes business value and aligns to the long-term vision of both the customer and Guidewire.

This role expands beyond individual program oversight to influence delivery standards, operational strategy, partner collaboration, and internal capability development. Senior Principals bring executive-level relationship management, deep Guidewire knowledge, and proven experience in large-scale SaaS delivery environments.

Job Description

WHAT YOU'LL DO
 

Customer Success & Strategic Program Oversight

• Act as executive sponsor for high-stakes Guidewire Cloud transformation programs, owning customer outcomes and long-term value realization.

• Lead coordination of all roles and responsibilities across Guidewire, System Integrators (SIs), and Solution Partners, driving clarity, accountability, and effective decision-making.

• Monitor execution against key project milestones, proactively identifying risks, and escalating concerns to Customer leadership as needed.

• Act as the primary escalation point for Customer leadership regarding Guidewire and partner delivery challenges, with a focus on transparency, resolution, and partnership health.

• Provide transformation guidance on complex program challenges, including architecture, governance, or delivery alignment, and connect customers to the full depth of Guidewire’s resources and frameworks.

• Ensure consistent use of standards and governance approaches for operations within the Guidewire Cloud Platform (GWCP), advising on controls that support sustainable success.

• Where applicable, support value realization services by aligning KPIs, tracking business outcomes, and advising on actions to maximize ROI throughout the transformation lifecycle.
   

Portfolio and Revenue Management

• Manage a portfolio of strategic accounts across multiple regions or business lines, with accountability for services revenue, margin, and account growth.

• Collaborate with Sales, Product, and Customer Success to shape multi-year customer strategies, drive demand generation, and position future services opportunities.

• Lead program-level commercial strategies including pricing, resourcing, margin optimization, and contract alignment.

Internal Strategy & Collaboration

• Act as a senior voice within Professional Services, influencing product direction, delivery methodologies, and partner enablement based on insights from customer programs.

• Partner with Product, R&D, Cloud Ops, and PS Practices to align transformation delivery with evolving product capabilities.

• Contribute to cross-functional initiatives that shape the future of Guidewire’s service offerings and global delivery capabilities.

Stakeholder & Partner Alignment

• Resolve misalignment between customer, SI, and partner teams that could impact delivery outcomes or business objectives.

• Support complex partner dynamics by fostering collaborative approaches, enforcing accountability, and aligning on shared goals.

• Provide governance advisory support across program stakeholders to maintain strategic alignment and transparency

Team & Leadership Development

• Mentor and guide Principals and Engagement Leaders to grow delivery maturity, customer leadership, and consultative acumen.

• Help build organizational delivery capability by contributing to workforce planning, talent development, and onboarding efforts.

WHO YOU ARE

Skills

• Strategic Leadership: Ability to lead multi-year transformation strategy, integrating product evolution, delivery operations, and customer goals.

• Executive Influence: Confident operating at CxO level, with a strong ability to negotiate and resolve high-stakes challenges with diplomacy.

• Program Governance & Oversight: Deep experience with enterprise program delivery frameworks, risk management, and stakeholder governance.

• Partner &