Job Overview
Location
United States
Job Type
Full-time
Category
Software Engineering
Date Posted
April 23, 2026
Full Job Description
đź“‹ Description
- • As a Senior/Staff User Enablement Specialist at Skylight, you will play a critical role in supporting a federal organization’s modernization of technology systems used nationwide to deliver essential services, ensuring seamless adoption by government staff, service providers, and partner organizations.
- • You will own end-to-end enablement plans for product launches and releases, including onboarding, training, office hours, and reinforcement activities, while designing and delivering user-centered training materials grounded in real workflows and jobs-to-be-done.
- • You will provide hands-on support during major releases, facilitate live and recorded training sessions for diverse audiences, and maintain accessible libraries of SOPs, guides, videos, and walkthroughs in plain language.
- • You will coordinate user access provisioning, run feedback loops, synthesize insights into actionable improvements, and collaborate closely with product teams through agile ceremonies to align adoption efforts with development cycles.
- • You will work within Skylight’s mission-driven culture as a public interest technologist, contributing to the transformation of government services through design and technology, with a focus on equity, accessibility, and impact for underserved communities.
- • You will have the opportunity to deepen your expertise in instructional design, change management, and enterprise software adoption while working on high-impact federal programs that serve families, patients, and vulnerable populations across the United States.
🎯 Requirements
- • Demonstrated experience onboarding users to complex digital systems or platforms
- • Strong facilitation and communication skills with both technical and non-technical audiences
- • Experience creating clear documentation, guides, and instructional materials
- • Ability to design and deliver tailored training programs using instructional design techniques for adult learners
- • Ability to evaluate training effectiveness using appropriate measurement techniques
- • Strong organizational and project management skills
🏖️ Benefits
- • Medical, dental, and vision insurance
- • Dollar-for-dollar 401(k) match up to 10% of salary with no vesting period
- • Flexible paid-time-off policy (approximately 25 days per year) plus 11 paid federal holidays
- • Annual $2,000 allowance for professional development
- • Annual $750 allowance for tech-related purchases
- • Flexible, remote-friendly work environment
- • Selected Category: Human Resources
- • Parent Category: HR & Recruiting
- • Confidence: 0.90
- • Reasoning: The job title explicitly includes 'User Enablement Specialist,' which falls under learning and development, training, and employee enablement — core functions within Human Resources. The role focuses on onboarding, training, and user adoption support for internal and external stakeholders in a government modernization context, aligning with HR’s responsibility for workforce readiness and capability building. Although the role supports external users, the internal enablement, training design, and organizational support functions are HR-adjacent. The absence of titles like 'Recruiter' or 'HR Manager' does not negate the HR alignment, as enablement is a recognized HR specialty. The closest match in the taxonomy is 'Human Resources' under the 'HR & Recruiting' parent category.
Skills & Technologies
About Skylight, Inc.
Skylight is a leading provider of secure, cloud-based solutions for managing sensitive documents and information. Their platform is designed to streamline workflows, enhance collaboration, and ensure compliance for organizations across various industries, including legal, financial, and healthcare. Skylight's technology enables users to securely store, share, and access critical documents from anywhere, at any time. The company focuses on delivering a user-friendly experience coupled with robust security features to protect confidential data. They aim to empower businesses to operate more efficiently and securely by digitizing and centralizing their document management processes, reducing risk, and improving overall operational effectiveness.
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