Executive Assistant

Summary

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 Accommodations@guidewire.com.