About The Position

The Application Trainer is responsible for designing and delivering end-user training for a new employee benefits and health insurance application. This role develops role-based learning content, facilitates instructor-led and virtual training, supports go-live readiness, and partners with Benefits administration management team, HR’s, IT, and vendors to ensure employees and administrators can effectively use the system for enrollment, life events, eligibility, and ongoing benefits administration—while reinforcing privacy and compliance expectations.

Requirements

  • 2+ years of experience delivering end-user training for business applications (HRIS, benefits administration, insurance/claims platforms, or similar).
  • Demonstrated experience in instructional design and facilitation for both live and virtual audiences.
  • Strong communication skills with the ability to translate complex workflows into clear guidance.
  • Experience in creating training assets (PowerPoint, job aids, process guides) and supporting learning tracking process.

Nice To Haves

  • Working knowledge of employee benefits processes (eligibility, enrollment, life events, plan selection concepts).
  • Experience supporting benefits open enrollment cycles and time-sensitive training delivery.
  • Familiarity with benefits-related regulations and concepts (e.g., HIPAA privacy principles, ACA concepts, COBRA administration concepts) as relevant to training messaging.
  • Experience with eLearning authoring tools (e.g., Articulate, Captivate, Scribe) and virtual platforms (Teams/Zoom).
  • Change management exposure (communications planning, stakeholder enablement, adoption metrics).
  • Comfort operating in fast-changing implementations and tight timelines

Responsibilities

  • Develop a training plan aligned to implementation milestones, go-live readiness, and post-launch stabilization.
  • Conduct audience analysis and define role-based curricula (e.g., employees, managers, HR/benefits admins, call center/support).
  • Create and maintain training materials: slide decks, job aids, quick-reference guides, SOPs, FAQs, and eLearning modules.
  • Build scenario-based exercises reflecting real workflows (open enrollment, qualifying life events, dependent changes, evidence of insurability, confirmations).
  • Facilitate instructor-led training (in-person and virtual), workshops, office hours, and train-the-trainer sessions.
  • Tailor delivery for varying levels of technical proficiency; ensure accessibility and clear, plain-language instruction.
  • Reinforce key messages, process changes, and “what’s different” impacts to employee experience and HR operations.
  • Partner with communications/change teams to drive awareness and reduce resistance.
  • Track attendance, completion, assessments, and post-training feedback; adjust content based on outcomes.
  • Maintain a knowledge base and update materials as application functionality or benefit rules change.
  • Provide floor/virtual support during enrollment windows and early-life stabilization.
  • Coordinate with help desk and product teams to identify recurring issues and close training gaps.
  • Ensure training emphasizes proper handling of sensitive employees and benefits data (e.g., PHI/PII), appropriate access, and secure practices.
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