Training & Content Operations Lead

Our healthcare system is the leading cause of personal bankruptcy in the U.S. Every year, over 50 million Americans suffer adverse financial consequences as a result of seeking care, from lower credit scores to garnished wages. The challenge is only getting worse, as high deductible health plans are the fastest growing plan design in the U.S. Cedar’s mission is to leverage data science, smart product design and personalization to make healthcare more affordable and accessible. Today, healthcare providers still engage with its consumers in a “one-size-fits-all” approach; and Cedar is excited to leverage consumer best practices to deliver a superior experience. The Role Cedar is seeking a Training Content Operations Lead to execute client training delivery, develop and enhance our training content, and support high-impact training for both clients and internal teams. In this role, you will work closely with Cedar’s Delivery and Product teams to ensure our training program reflects our client needs and product suite. You will play a pivotal role in shaping the Cedar training experience for our clients - tailoring content, delivery methods, and messaging to maximize client enablement and success. This is an individual contributor role reporting to the Senior Delivery Group Lead. Responsibilities Support the design, delivery, and evolution of client-facing training curriculums across Cedar’s implementations. Design and maintain a suite of multi-modal learning assets (e.g., help center articles, e-learning content, manuals and one-pagers). Own the end-to-end training content lifecycle for assigned assets, including intake, development, version control, and long-term maintenance. Lead live training sessions, leveraging deep knowledge of Cedar’s demo environments, configuration paths, and real-world use cases. Partner cross-functionally with Product, Delivery, and Commercial Strategy teams to support pre-release readiness and build cross-departmental expertise of Cedar’s products. Serve as a subject matter expert on Cedar’s products, enabling effective training content design. Support continuous improvement of training programs by analyzing learner outcomes and adapting content to maximize client success. Support or conduct internal new hire onboarding for Cedar’s product suite. Required Skills Experience 3-5 years experience designing, delivering, and optimizing training programs and content strategies in fast-paced, client-facing environments. At least one of the following required: experience working with large healthcare systems, experience with healthcare data, medical billing, revenue cycle management and/or other equivalent EMR/EHR expertise. Familiarity with Adobe Captivate or a similar program for software simulations strongly preferred. Proven ability to engage diverse learner audiences virtually and in person. Excellent written and verbal communication skills. Familiar with standard style guides (e.g., AP, Chicago) and skilled at applying brand guidelines to content creation. Self-directed with strong project management and prioritization skills; manages multiple deadlines and stakeholders independently. Skilled at asking insightful, strategic questions to understand interdependencies between product features, ensuring cohesive, contextually relevant training content. Leverages internal and client feedback to inform and evolve training delivery, providing recommendations to improve effectiveness and scale. Able to translate complex product features into clear, actionable training experiences. Proven success forming trusted, strategic relationships with cross-functional peers and client stakeholders, from frontline users to executives. Creative and resilient problem-solver; anticipates and mitigates risks proactively. Intellectual curiosity and continuous drive to improve processes, content, and learner outcomes. Compensation Range and Benefits Salary Range* in CA, NY, NJ, CT, WA : $106,250 - ... (truncated, view full listing at source)