Guidewire Software · 19 hours ago
Technical Education Instructor
United States
Full-time
Remote
Entry, Mid Level
$72K/yr - $108K/yrGuidewire Software is dedicated to empowering learners in the insurance technology sector. As a Technical Education Instructor, you will guide learners through training programs, ensuring they feel supported and confident while delivering high-impact training.
Enterprise SoftwareInsurTechSoftware
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
Qualification
Required
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
Benefits
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
Company
Guidewire Software
Guidewire Software provides core back-end systems software to the global property, casual and worker's compensation insurance industry.
Founded in 2001
1001-5000 employees
H1B Sponsorship
Guidewire Software has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (79)
2024 (80)
2023 (85)
2022 (117)
2021 (108)
2020 (148)
Funding
Current Stage
Public CompanyTotal Funding
$624.75M2024-10-15Post Ipo Debt· $600M
2012-01-25IPO
2008-03-28Series C· $0.75M
Leadership Team
Mike Rosenbaum
CEO
Shaji Sethu
Senior Vice President and General Manager APAC
Recent News
2026-02-03
Company data provided by crunchbase