Executive Assistant

United States - San Mateo, CA

Business Technology/Full time/Hybrid

Join us at the intersection of innovation, operations, and AI. Guidewire is hiring a high-impact Executive Assistant to support our Chief Information Officer and his leadership team, including the VPs of Applications, Strategy & Operations, and Infrastructure Engineering. This is a visible, fast-paced role at the heart of how we run technology and procurement at scale.
We need someone who is curious, proactive, tech-savvy, and people-savvy—a natural connector who thrives in ambiguity, and finds clarity in complexity. You’ll partner closely with our Sr. Director of Portfolio Management & Operations and be a key voice in evolving how the EA function adds strategic value.

This isn’t a traditional support role. You’ll be a trusted business partner, helping to redefine what executive support looks like in a world of AI and agentic platforms. If you’re energized by the opportunity to make things smoother, smarter, and more impactful -this role is for you.

This is a hybrid role requiring a minimum of 2 days per week onsite in San Mateo, California.

Job Description

Responsibilities

Provide proactive support to the CIO: inbox management, calendar coordination, travel planning, and expense reporting

Manage schedules and logistics for up to 4 executives; coordinate internal and external meetings

Plan and execute leadership offsites, team town halls, and recurring department forums

Communicate seamlessly across senior leaders, customer executives, and partners

Track cross-functional priorities and connect the dots across teams and initiatives

Build polished, executive-ready presentations and internal communications

Maintain and update internal team pages and distribution lists for clarity and consistency

Support onboarding, culture-building, and recognition programs

Handle sensitive matters with discretion, integrity, and professionalism

Travel up to 10% for leadership events and in-person support; this is a hybrid role requiring a minimum of 2 days per week onsite in San Mateo, California.

Help define the future of the EA role by leveraging AI and agentic platforms to unlock greater productivity, automation, and strategic focus

Core Qualifications and Key Competencies

Bachelor’s degree preferred; 5+ years supporting VP/C-level execs in a high-growth tech or client-facing environment (public company experience a plus)

Proven ability to manage sensitive and confidential information with discretion

Exceptional communicator—clear, concise, confident in both written and verbal formats

Anticipates needs, solves problems before they surface, and stays three steps ahead

Highly organized and detail-driven, with strong project and time management skills

Calm under pressure; thrives in ambiguity and adapts quickly when priorities shift

Strong interest in technology, a keen curiosity for advancements in the field, and a natural aptitude for AI

Expert in Google Workspace (Slides, Docs, Sheets); familiarity with Workday, Concur, Coupa, Slack, etc., is a plus

Collaborative, accountable, and motivated by delivering high-quality outcomes

Creative thinker who improves workflows and helps the team work smarter

Willing to be flexible and available outside standard hours when needed.

The US base salary range for this full-time position is $82,000 - $163,000. 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 …