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Keystone Agency Partners

Agency Operations Trainer – Employee Benefits

Keystone Agency Partners

. Deliver engaging, role-based training for Employee Benefits technology stack, including Applied Epic, Applied Benefit Designer, and other agency tools that support end-to-end workflows .

Posted 5/8/2026full-timeRemote • 🇺🇸 United StatesMid-LevelSeniorWebsite

About the role

Key responsibilities & impact
  • Deliver engaging, role-based training for Employee Benefits technology stack, including Applied Epic, Applied Benefit Designer, and other agency tools that support end-to-end workflows
  • Facilitate system demos, workflow walk-throughs, onboarding sessions, and reinforcement/optimization training aligned to implementations, conversions, and rollout plans
  • Gather feedback from learners, leaders, and support teams to identify training gaps or opportunities for improvement
  • Develop and maintain training materials, including job aids, quick reference guide, playbooks, e-learning/microlearning content (as applicable)
  • Support the translation of end-to-end Employee Benefits workflows into clear, practical guidance that integrates process + system usage + servicing standards
  • Keep training content current with changes to workflows, systems, carriers, compliance requirements, and operating models
  • Partner with Technology, Product/Workflow Owners, and Configuration teams to understand system updates and translate them into user-friendly training
  • Work closely with Employee Benefits Operations leaders, Training & Development teammates, Change Management, Product / Workflow Owners, Technology and Field Support teams
  • Ensure training reflects standard processes and aligns with broader operational and change initiatives
  • Act as a trusted, approachable resource for employees learning new workflows or systems

Requirements

What you’ll need
  • 5+ years of experience in insurance operations, employee benefits servicing, or a related role
  • Direct experience working in Employee Benefits, supporting Group and/or Individual Life & Health
  • Practical understanding of end-to-end Employee Benefits workflows and servicing models
  • Experience delivering training, coaching, or peer enablement in an operational environment
  • Comfort presenting to groups and facilitating learning discussions
  • Experience supporting system rollouts, process changes, or operational transformations
  • Hands-on experience with Applied Epic for Employee Benefits required
  • Experience with Applied Benefit Designer highly desired
  • Familiarity with a modern insurance agency technology stack
  • Strong communication skills with the ability to explain complex concepts clearly and practically
  • Willingness to travel approximately 50-75%
  • Ability to pass a criminal background check, as permitted by law.

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
training deliverycoachingpeer enablementsystem rolloutsprocess changesoperational transformationsend-to-end workflowsservicing modelse-learning content developmentmicrolearning content development
Soft Skills
strong communicationpresentation skillsfacilitationapproachabilityfeedback gatheringtraining gap identificationcollaborationadaptabilityproblem-solvinglearner engagement