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[Remote] Lead Instructional Designer

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. Guidewire Software is a leading platform for P&C insurers, committed to delivering innovative solutions for the industry. They are seeking a Lead Instructional Designer to develop engaging learning programs that drive the adoption of their cloud solutions, collaborating with cross-functional teams and ensuring high-quality content delivery.

Responsibilities

  • Lead the development of a learning content strategy for several topic areas that aligns with business objectives
  • Collaborate with stakeholders to understand product direction and translate it into actionable and impactful content plans
  • Prepare realistic content plans collaboratively with other content creators
  • Design and implement scalable, flexible, and reusable content for developers
  • Determine the 'right content to build', including delivery method and effort, based on competency requirements in alignment with stakeholder guidance
  • Develop curriculum for one or more applications and services while following instructional design best practices and department standards
  • Design and develop a variety of learning materials, including interactive tutorials/practical labs, videos, assessments, micro-learning modules, and e-learning courses tailored for diverse user needs and technical levels
  • Collaborate closely with cross-functional teams to ensure content aligns with brand standards and visual experience goals
  • Partner closely with writers, product managers, engineers, professional services teams, and other subject matter experts to understand technical features and align learning objectives with business goals
  • Conduct regular audits to identify and address content gaps or inconsistencies
  • Seek and incorporate input from Subject Matter Experts, Product Managers, and Learners
  • Analyze, and apply data to improve training experience, identify learner pain points, and iterate on course effectiveness and engagement
  • Provide guidance to junior instructional designers, ensuring best practices are followed in learning experience design and development

Skills

  • Bachelor's degree in instructional design, education, technical writing, or a related field, combined with 5-8 years of experience explicitly developing highly technical training content. Alternatively, a bachelor's degree in computer science or a similar field, in combination with relevant work experience in education or technical writing
  • Proven experience designing and delivering technical training tailored specifically for developer and engineer audiences on enterprise software or SaaS applications
  • Strong background in troubleshooting complex systems, reading/debugging code, and a solid understanding of web application development and cloud platform tooling
  • Practical experience leveraging AI tools (e.g., Gemini, ChatGPT, Claude) to accelerate content development and research
  • Self-starter mentality with a passion for continuous learning and a proven ability to learn on the job and work independently with minimal instruction
  • Experience using instructional design principles
  • Ability to gather information from subject matter experts and learn by experimenting
  • Excellent written, verbal communication and collaboration skills with the ability to work across diverse teams
  • Strategic thinker with a creative and innovative approach to content development
  • Excellent organizational skills and ability to manage multiple tasks in a fast-paced, dynamic environment
  • Experience with agile methodologies for project or content development and familiarity with project management tools such as JIRA
  • Fluent in English
  • Prior experience working with or developing technical training for Guidewire applications and platform services
  • Experience with structured authoring tools such as Madcap Xyleme
  • Understanding of cloud services and familiarity with major cloud providers such as AWS, Azure, Google Cloud, etc
  • Understanding of cloud development workflows and DevOps practices, such as CI/CD pipelines, automated testing, monitoring, and logging
  • Ability to read, interpret and understand programming languages like Gosu, Java, or JavaScript
  • Familiarity with REST APIs, SDKs, AI-assisted development and an understanding of how developers interact with cloud services
  • Basic understanding of version control systems, specifically Git and standard repository workflows
  • Experience with graphics and video tools such as Figma, Vyond, and Camtasia

Benefits

  • 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.
  • 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.

Company Overview

  • Guidewire Software provides core back-end systems software to the global property, casual and worker's compensation insurance industry. It was founded in 2001, and is headquartered in San Mateo, California, USA, with a workforce of 1001-5000 employees. Its website is http://www.guidewire.com.
  • Company H1B Sponsorship

  • Guidewire Software has a track record of offering H1B sponsorships, with 21 in 2026, 78 in 2025, 80 in 2024, 85 in 2023, 117 in 2022, 108 in 2021, 148 in 2020. Please note that this does not guarantee sponsorship for this specific role.
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