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!

**Must reside in Colorado, Florida, Georgia, North Carolina, or Ohio for consideration**

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

What You'll Get

• Competitive hourly rate, company equity, and ample opportunities for growth
• Comprehensive Medical, Dental, and Vision benefits
• A 401k retirement plan
• Paid vacation and company holidays
• IT equipment, including laptop and monitors
• Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.

Sidecar Health is an Equal Opportunity employer committed to building a diverse team. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status or disability status.

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