Technical Education Instructor

Guidewire Software

1d•$72,000 - $108,000

About The Position

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 a Technical Education 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.

Requirements

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.

Nice To Haves

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.

Responsibilities

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.