Director, Internal & Executive Communications

Summary

Guidewire’s Global People Organization scales, shapes, and strengthens the company by building the capabilities, culture, and clarity needed for our future. ¹ The team focuses on technology-enabled, globally scalable people practices that elevate employee experience, accelerate AI fluency, and enable our teams to do their best work around the world. We value accountability, transparency, and impact, and work as one global, curious, and courageous team.
As Director, Internal & Executive Communications, you will be the strategic communications leader helping our CEO, President, Chief People Officer, and senior executives guide employees through Guidewire’s ongoing transformation and growth. You will shape how our strategy, priorities, and culture come to life across the company, connecting employees’ day-to-day work to our mission of transforming how the world’s P&C insurers do business. You’ll combine advisory expertise, creative storytelling, and production excellence to build clarity, trust, and momentum across a global workforce.

Job Description

What you’ll do

• Serve as a trusted communications advisor to senior leaders, including the CEO, President, and Chief People Officer, shaping narratives that advance company strategy, organizational transformation, and Global People priorities around employee experience, capability-building, and AI fluency.

• Develop and execute integrated internal communications strategies that support change programs, culture initiatives, and operating rhythms—ensuring employees understand where we are going, why it matters, and how they contribute.

• Own communication of Guidewire’s enterprise and People strategy, including quarterly updates, VPMOM-aligned progress readouts, and storytelling that connects major initiatives (onboarding redesign, AI/automation, skills and career architecture) to employees’ everyday work.

• Lead executive communications for the CEO, President, and Chief People Officer, including all-employee messages, town hall content, talking points, scripts, presentations, and high-stakes internal announcements.

• Elevate executive forums and platforms—including the VPMOM cascade and the CEO Speaker Series—by driving topic and guest sourcing, rigorous preparation and coaching, production, and multi-channel amplification so they become flagship, high-impact employee experiences.

• Translate complex business, technology, and product topics (including cloud, AI, and data platform innovation) into accessible, engaging content across formats such as intranet features, email, Slack, video, and live events, helping employees see their role in transforming how P&C insurers do business.

• Partner with Global People, BizTech, Marketing, and other cross-functional teams to transform employee communications for clarity and engagement, using data, feedback, and experimentation to continuously improve how we inform and inspire our global teams.

• At Guidewire, we foster a culture of curiosity, innovation, and responsible use of AI—empowering our teams to continuously leverage emerging technologies and data-driven insights to enhance productivity and outcomes.

What you’ll bringRequired

Demonstrated ability to embrace AI and apply it to your current role as well as data-driven insights to drive innovation, productivity, and continuous improvement.

• 15+ years of experience in the communications space, with at least 6+ years of recent, hands-on experience in executive communications and advisory work with C-level leaders.

• Proven track record as a strategic internal and executive communications leader, known for connecting communication to business outcomes and navigating ambiguity with clarity.

• Demonstrated excellence in preparing and coaching executives for high-visibility moments (all-hands, major organizational updates, key internal events), including message simplification, story structure, and delivery coaching.

• Advanced strategic planning skills with the ability to operate several steps ahead, anticipating communication risks, stakeholder dynamics, and downstream impacts across a global organization.

• Exceptional organizational discipline and operational rigor, with experience managing complex, multi-stakeholder communication programs and calendars under tight timelines.

• Strong writing, editing, and storytelling skills across channels (email, intranet, scripts, presentations, Slack, video) with impeccable editorial judgment and attention to detail.

• Confidence and executive presence to provide direct, constructive feedback to senior leaders while building trusted, long-term advisory relationships.

• Experience producing polished, executive-ready scripts, presentations, and multimedia content, preferably in a technology or transformation-focused environment.

Preferred

• Experience leading internal and executive communications in a global technology, SaaS, or transformation-focused company, ideally supporting People, Product, or Go-To-Market leadership.

• Background managing executive forums and series (for example, CEO speaker series, fireside chats, leadership summits) including external talent sourcing, briefing, and end-to-end production.

• Familiarity with AI-enabled and digital communication tools (video platforms, intranet CMS, analytics and engagement tooling) and comfort experimenting with new formats and technologies.

• Bachelor’s degree in Communications, Journalism, Public Relations, Business, or related field; advanced degree preferred or equivalent practical experience.

Your Impact

We believe in clarity and setting you up for success. In this role, you’ll start by immersing yourself in Guidewire’s strategy, Global People VPMOM, and current communication rhythms, building trusted relationships with the CEO, President, Chief People Officer, and key cross-functional partners. Within your first six months, you will establish a cohesive executive communications architecture, refine and scale the CEO Speaker Series, and launch VPMOM-aligned internal campaigns that clarify priorities such as AI fluency, onboarding transformation, and career path transparency. You’ll measure success through engagement metrics, feedback loops, and the degree to which employees report clarity, connection, and confidence in Guidewire’s direction. Over time, your work will shape how teams across the globe understand their role in transforming the way the world’s P&C insurers do business, reinforcing Guidewire’s culture of determination, collaboration, continuous improvement, and bravery.

What’s in it for you

The people we employ give their all, and in return, we offer flexibility wherever we can, such as:

• Flexible work environment

• Health and Wellness benefits

• Paid time off programs including volunteer time off

• Market-competitive pay and incentive programs

• Continual development and internal career growth opportunities

All new hires participate in our in-person orientation, where you’ll connect with colleagues, learn about our products and customers, and see firsthand how your work in communications helps Guidewire and our customers succeed.

The US base salary range for this full-time position is $161,000 - $241,000 . 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.

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 [email protected]. 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 [email protected] 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.