Analyst Training Instructor

Summary

Join Guidewire’s Education Delivery team, where we empower learners—customers, partners, and employees—to maximize their success with Guidewire’s industry-leading insurance technology. Our team is dedicated to delivering engaging, high-impact training in a collaborative, supportive, and innovative environment. We thrive on curiosity, continuous improvement, and a shared commitment to helping others grow.

As an Analyst Training Instructor, you will be the trusted guide for learners navigating our training programs. You’ll play a pivotal role in shaping the learner experience, ensuring every participant feels supported and confident. This is an exciting opportunity to make a real impact by developing skills that drive both individual and organizational success.

What you’ll do

• Deliver instructor-led training sessions on Guidewire systems and technology, using company-developed materials.
• Lead classroom discussions, live demonstrations, and hands-on lab exercises to reinforce best practices and drive engagement.
• Serve as the first point of contact for learners, providing guidance, answering questions, and supporting their journey through our education programs.
• Monitor student participation, support skills assessments, and maintain accurate documentation of attendance and engagement in the Learning Management System (LMS).
• Provide actionable feedback and recommendations to improve course content and instructional effectiveness.
• Represent Guidewire professionally during customer visits and off-site training events.
• Collaborate with fellow instructors and cross-functional teams to continuously enhance training delivery and content.
• Travel up to 25% may be required.

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.

Required: What you’ll bring

• 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.
• Passion for helping people succeed through learning and skill development.
• Experience in customer support, training coordination, or education services.
• Strong interpersonal and communication skills—clear, friendly, and professional.
• Ability to manage classroom environments, set expectations, and maintain readiness.
• Excellent organizational skills and the ability to follow structured processes.
• Ability to multitask and prioritize in a fast-paced environment.
• Eagerness to adapt, learn, and continuously improve the learner experience.
• Able to work independently while collaborating with a global team.

Preferred

• Business analyst experience in the insurance industry (Life & Health or Property & Casualty).
• Experience working in a learning or training organization.
• Prior use of Learning Management Systems (LMS) such as Workday Learning, Moodle, or similar.
• Exposure to professional services, consulting, or technical training environments.
• Experience supporting global learners across time zones.
• Understanding of e-learning formats (self-paced, live virtual, blended learning).
• Background in customer success, education technology, or adult learning.
• Bachelor’s degree preferred or equivalent experience.

Your Impact

We believe in clarity and setting you up for success. In your first six months, you’ll deliver impactful training sessions, build strong relationships with learners, and contribute to the continuous improvement of our education programs. Your work will directly support Guidewire’s mission to transform the insurance industry through technology, helping customers and partners unlock the full value of our solutions. Over time, your influence will extend across the organization, shaping the future of learning at Guidewire and supporting our commitment to innovation and customer success.

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
• A new in-person orientation process for all roles

Department Priorities

As part of the Global People Organization, you’ll contribute to Guidewire’s FY26 priorities: accelerating growth through capability, expertise, and automation; supporting AI fluency and employee experience; scaling talent engines in growth markets; and evolving benefits to support a diverse, global workforce. You’ll help shape a culture of accountability, transparency, and impact, guided by our values of courage, curiosity, and commitment.

At Guidewire, you’ll be part of a team that transforms the way the world’s insurers do business, supporting our mission to deliver innovative, cloud-based solutions that drive customer success and industry advancement.

The US base salary range for this full-time position is $72,000 - $108,000. 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.

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. 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 Accommodations@guidewire.com 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.

Key skills/competency

• Training Delivery
• Adult Learning
• Learning Management Systems (LMS)
• Insurance Industry
• Communication Skills
• Classroom Management
• Curriculum Development
• AI Adoption
• Customer Support
• Educational Technology