Chief of Staff

Guidewire Software; United States; On-site; USD 141,000 - 211,000; Full time

Benefits offered by this job

Health, dental, and vision insurance

Paid time off

Company-sponsored retirement plan

Annual bonus eligibility

Job summary

A leading technology firm in the United States is seeking a Chief of Staff to the Chief Customer Success Officer to enhance customer engagement and execute key strategic initiatives. The role demands strong leadership in cross-functional environments, excellent communication skills, and a background in customer success or program management. Candidates with 5+ years of relevant experience are preferred. This full-time position offers a competitive salary along with various employee benefits.

Qualifications

• 5+ years of experience in Customer Success, Business Operations, or Program Management.
• Ability to lead initiatives through influence.
• Excellent organizational skills for managing programs.

Responsibilities

• Lead customer feedback forums and meetings.
• Manage quarterly communications for the organization.
• Support planning for regional events and executive briefings.

Skills

Leadership in cross-functional initiatives

Strong executive communication

Organizational skills

Strategic thinking

Employee engagement experience

Education

Bachelor's degree or equivalent experience

Job description

Summary

The Chief of Staff to the Chief Customer Success Officer plays a pivotal role in amplifying the impact of the Customer Success and Alliances organization. This individual serves as a trusted advisor, program leader, and strategic operator who drives alignment, communication, and execution across key initiatives that enhance customer engagement, organizational culture, and executive visibility.

Key Responsibilities

Customer & Partner Engagement Programs

• Lead and execute key customer feedback forums and executive meetings, including the Global Strategic Advisory Council (GSAC), Business Advisory Council (BAC), and User Groups, ensuring meaningful outcomes and follow‑through on customer feedback.
• Coordinate Customer and System Integrator (SI) tours and visits to drive deeper partnership engagement and showcase the organization’s value.
• Support planning and delivery of Executive Symposiums, Customer Connections, and GIFs (Global Influencer Forums) to enhance strategic alignment and customer advocacy.

Organizational Communications & Engagement

• Develop and manage Quarterly All‑Hands content, agenda, and messaging to ensure alignment across the Customer Success and Alliances organization.
• Serve as the owner of Employee Net Promoter Score (eNPS) programs, including survey management, analysis, and execution of improvement actions.
• Oversee internal recognition programs such as Rockstar of the Quarter and other engagement or reward initiatives.
• Partner with the CCSO to craft and deliver key executive communications, including Quarterly Board of Directors presentations, executive readouts, and strategic internal updates.

Strategic Programs & Operations

• Partner with the Chief Customer Success Officer to manage strategic priorities, special projects, and ad‑hoc executive requests, ensuring timely and high‑quality execution.
• Support annual and regional event planning, including Synergy, Regional Kickoffs, and Connections, working closely with Enablement, Marketing, and HR teams on logistics, attendee engagement, and recognition moments.
• Coordinate and manage board‑related experiences and executive briefings that highlight Customer Success achievements and customer impact stories.

Leadership Enablement & Execution

• Act as a thought partner to the CCSO in shaping organizational strategy, identifying opportunities for efficiency, and driving alignment across cross‑functional teams.
• Drive operational excellence through consistent tracking of key initiatives, communication cadences, and executive reporting.
• Ensure strong collaboration across Customer Success, Sales, Marketing, Product, and Partner organizations.

Qualifications

• 5+ years of professional experience in Customer Success, Business Operations, or Program Management roles within a SaaS or technology organization.
• Proven ability to lead cross‑functional initiatives and drive results through influence rather than authority.
• Strong executive communication and storytelling skills – able to translate complex ideas into compelling narratives.
• Excellent organizational skills, with a demonstrated ability to manage multiple programs and priorities simultaneously.
• Experience managing executive forums, customer advisory boards, or internal communications programs preferred.
• Demonstrated success in employee engagement, event planning, or culture‑building initiatives.

Personal Attributes

• Strategic thinker with a hands‑on, “get it done” mindset.
• Highly collaborative, adaptable, and capable of operating in fast‑paced, evolving environments.
• Discreet and professional when handling sensitive information.
• Passionate about customer advocacy, organizational culture, and operational excellence.

Compensation & Benefits

US base salary range: $141,000 – $211,000. Full‑time positions or part‑time roles working 30+ hours per week are eligible for health, dental, and vision insurance, paid time off, and a company‑sponsored retirement plan. Some roles may also be eligible for the annual company bonus plan, commissions, and/or long‑term incentive awards contingent on company and employee performance.

Disability Accommodations & Appeals Process

Guidewire provides accommodations to the hiring process to create a fair opportunity for candidates with disabilities. Accommodation requests should be directed to [e-mail]. If the accommodation is denied or you receive a non‑selection notice, you may appeal within five business days. Guidewire will review the request and 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.

Equal Employment Opportunity

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 applicable.