About the Role
Title: Knowledge and Training Specialist
Location: Remote, Colorado, Florida, Georgia, North Carolina, or Ohio
Job Description:
Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and attainable for everyone. We know that to accomplish this lofty mission, we need driven people who will make things happen.
The passionate people who make up Sidecar Health’s team come from all over, with backgrounds as tech leaders, policy makers, healthcare professionals, and beyond. And they all have one thing in common-the desire to fix a broken system and make it more personalized, affordable, and transparent.
If you want to use your talents to transform healthcare in the United States, come join us!
About the Role
As a Knowledge and Training Specialist in our Member Care Department, you will play a key role in designing and delivering comprehensive training programs and managing knowledge resources that empower both frontline team members and operational leaders. You’ll develop structured learning for new hires, experienced agents, and front-line leadership, ensuring each team member gains the skills and confidence needed to deliver exceptional member experiences. In addition to facilitating engaging training sessions, you’ll own and optimize our knowledge management system to ensure information remains accurate, accessible, and aligned with evolving business needs.
What You’ll Do
Develop, update, and maintain the knowledge management system, ensuring content is accurate, accessible, and up to date
Collaborate cross-functionally to capture and document best practices, policies, and procedures
Design and refine training materials including guides, presentations, videos, and e-learning modules for onboarding and continuous learning
Facilitate training sessions for new hires and existing employees to promote consistency and service excellence
Gather and evaluate feedback to improve training effectiveness and knowledge resources
Measure the impact of training programs and materials, continuously iterating to enhance effectiveness
Partner with subject matter experts to ensure content aligns with company goals, compliance needs, and industry standards
Stay current on learning trends and tools, incorporating innovative approaches into training and knowledge delivery
What You’ll Bring
3+ years of experience in knowledge management, training, or instructional design, ideally within a contact center or customer service environment
Bachelor’s degree or equivalent relevant experience
Strong writing skills with the ability to develop clear, engaging, and user-friendly training materials
Effective communication and presentation skills; comfortable delivering training both virtually and in person
Familiarity with knowledge management platforms, learning management systems (LMS), and documentation tools
Strong organizational and time management skills with the ability to handle multiple projects simultaneously
Collaborative mindset with the ability to work across teams and functions
A proactive, problem-solving approach to improving training and knowledge-sharing
Understanding of instructional design principles and adult learning methodologies
Experience in the health insurance industry is a plus
Experience with platforms like Sana, Confluence, and Genesys is a plus