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Technology Instructor

  • Department Delivery Services
  • Location United States - Remote
Guidewire is looking for a Technology Instructor who is skilled at teaching others how to best utilize effective programming techniques 
Someone who loves helping others master leading-edge technology so they can be successful in their role. 

We need an experienced Technical Instructor who is passionate about learning and adept at mastering new technology, including our Guidewire products and supporting technologies.  You will use your knowledge and skills to deliver engaging technical training content to support rapid-release product launches for industry-leading enterprise software.    


In this role, you will lead engaging instructor-led sessions in virtual and occasionally onsite engagements.  You can adapt quickly, often in front of an audience, to overcome technical issues or unexpected questions from the audience.  You will mentor learners during lab exercises that reinforce skills. 

You will build product demonstration videos to support e-learning.  You will share instructional best practices and insights from your experience.  You will identify improvements in the learning materials and often help implement them to create optimal learning experiences. You will stay current on your Guidewire certifications, mastering the latest features, tools, and methodology used during successful implementations. 

The Education Services team is growing to keep pace with Guidewire’s digital transformation. We design, develop, and deliver engaging training content that teaches our customers, partners, employees, and third parties how to implement and integrate our highly configurable products.  We build certifications that validate competency to improve implementation efficiency and quality.  Our training is often the first time the customer’s project team sees the Guidewire products they will be implementing.  Your work will help elevate their first impression of Guidewire, our products, and the value they unlock.  More importantly, you will help learners deepen their knowledge, improve their competency, and increase their confidence with Guidewire products.  To learn more about Guidewire Education, visit us at

Key Assignments

  • Deliver instructor-led sessions in virtual and onsite settings
  • Provide one-on-one learner mentoring during advanced certification exercises
  • Identify defects in the learning materials to foster continuous improvement
  • Reply to questions posted by self-study learners in online forums
  • Support internal initiatives to improve our team and training content between teaching assignments 

What you need to succeed

  • 5+ years of experience teaching adult learners in onsite and virtual settings
  • 5+ years of object-oriented programming 
  • 5+ years of experience with single-page applications and using libraries such as React
  • Prior experience delivering training to software developers
  • Experience with NodeJS, DOM, JavaScript, and CSS
  • High technical aptitude with a proven ability to quickly grasp technical concepts
  • Comfortable presenting complex ideas in simple ways to a diverse learner audience
  • Ability to troubleshoot issues on the spot to enable students to complete lab exercises
  • Experience working with agile/scrum project methodologies
  • Effective at coaching learners as needed
  • Demonstrated ability to delight customers, often in-person at their work location
  • Strong verbal and written communication skills
  • Flexible, enthusiastic approach to work
  • Willingness to travel up to 75% of the time (post-pandemic)
  • Fluent in English

Bonus Skills

  • Business proficiency in Spanish, French, Italian, German, or Japanese
  • 5+ years of property and casualty (P&C) insurance industry knowledge, ideally with experience deploying new product lines
  • Experience writing moderately complex SQL queries with SQL Server, ORACLE, MySQL or other RDBMS
  • Knowledge of relational databases
  • XML-based software configuration
  • Experience documenting microservices
  • Experience with modern software IDEs, including basic debugging tools
  • Knowledge of data modeling concepts, ideally with some experience in database design in a business application environment
  • Knowledge of XML, how its structure is controlled, and the tools used to generate and parse XML documents
  • Knowledge of Java, or C#, or similar object-oriented language.
  • Knowledge of Guidewire products
  • Packaged software implementations in a developer or architect role
  • Cloud infrastructure/AWS knowledge 

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 450 insurers, 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 1000+ successful projects, supported by the largest R&D team and partner ecosystem in the industry. Our Marketplace provides hundreds of add-ons that accelerate integration, localization, and innovation.

For more information, please visit 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.

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 (650) 356-4940 or 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, call (650) 356-4940 or e-mail 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.
Talent rewards

The perks. The rewards. The good stuff.

We’re proud to boast about our awesome benefits packages. Holistic wellness is a big deal for us. We offer everything you need to support your work and, most importantly, your work-life balance. We’re committed to helping you be the best version of yourself. Inside and outside of work.



Receive market-competitive pay and incentive programs—because you deserve it! To help future-proof your income, we offer generous support through retirement savings plans.



Keep your physical and emotional health in tip-top shape with health insurance for you and your family, an employee assistance program, annual wellness reimbursement, and access to wellness resources.



Work in an environment where you’ll have the freedom and trust to make an impact, with time for your life outside of work.



Relax and kick back through our generous paid time-off programs. Make a difference in your community with three volunteer days each year. Take your own personal day of rest with My Day. We also offer ample paid leave for all new parents.



We encourage self-directed learning, giving you every chance to become a better version of yourself, both professionally and personally. At Guidewire, lifelong learning is here for the taking.



Your career opportunities are only limited by your own imagination. Guidewire’s community is filled with chances to expand your horizons across any of our teams or worldwide‌‌‌‌‌‌‌ locations.