Training Specialist

Location
:
Chesterfield, Missouri. Hybrid in our Chesterfield, MO office; travel may be required based on business needs.

The Training Specialist is responsible for designing, delivering, and continuously improving onboarding and foundational training programs for newly hired District Administrators across the Kemper Life distribution network. This role partners closely with field leadership and internal stakeholders to ensure new hires develop the knowledge, skills, and operational proficiency required to effectively support district office operations. In addition to training delivery, the Trainer owns onboarding curriculum design, evaluates training effectiveness, analyzes learner outcomes and operational performance trends, and recommends enhancements to training programs and business processes.

Acting as a training and operational resource to field leadership, this role identifies development opportunities, supports process adoption, and drives consistency, accuracy, and operational effectiveness across district offices.

• Design, own, and deliver onboarding and foundational training curriculum for newly hired District Administrators through virtual/remote training methods.
• Serve as a training and operational resource to field leadership by providing recommendations regarding onboarding effectiveness, process adoption, and training readiness.
• Analyze onboarding effectiveness, key performance indicators (KPIs), and learner outcomes to recommend improvements that enhance district office performance and customer experience.
• Evaluate operational performance trends, identify training and process improvement opportunities, and develop recommendations for field leadership to enhance onboarding effectiveness, operational consistency, and customer experience.
• Train new hires on district office operations, administrative processes, payment handling procedures, document management, customer service expectations, and company systems.
• Reinforce standardized procedures and operational expectations to ensure consistency across district offices.
• Provide ongoing coaching and support to newly hired District Administrators during the onboarding and transition period.
• Partner with District Managers and field leadership to support successful onboarding and training outcomes.
• Identify training gaps and opportunities for process clarification or operational improvement.
• Support development, maintenance, and updates of training materials, guides, job aids, and process documentation.
• Track training completion, onboarding progress, and learner feedback to ensure effectiveness of training delivery.
• Support process and system changes by assisting with rollout communication and training updates.
• Maintain current knowledge of district administrative procedures, systems, and operational standards.
• Collaborate with training team members and business partners to support training initiatives and continuous improvement efforts.
• Assist with special projects and additional training initiatives as assigned.

• Bachelor’s degree preferred or equivalent experience.
• 4+ years of experience in administrative operations, training, customer service, or insurance support functions.
• Experience in Life Insurance, field administration, or district office operations preferred.
• Prior experience delivering training, coaching, or onboarding support preferred.
• Strong understanding of administrative processes and operational workflows.
• Proficiency in Microsoft Office applications, including Outlook, Word, Excel, and PowerPoint.
• Willingness to ultimately be cross-trained to deliver agent sales trainings.
• Experience with Salesforce or similar systems preferred.
• Continuous improvement mindset with willingness to learn and support change initiatives.
• Strong communication, presentation, and facilitation skills.
• Ability to explain processes and procedures clearly to new employees.
• Strong organizational and time‑management skills with ability to manage multiple priorities.
• Ability to build relationships and collaborate effectively with field leadership and internal teams.
• Strong attention to detail and commitment to…