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Training & Content Operations Lead

Careportalinc

USA Remote permanent

Posted: February 25, 2026

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Quick Summary

We are seeking a skilled Training & Content Operations Lead to join our team in the United States, where we are driving innovation in healthcare data science and product design.

Job Description

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 - $125,000

• Salary Range* NOT in CA, NY, NJ, CT, WA: $95,600 - $112,500

• This role is equity eligible

• This role offers a competitive benefits and wellness package

*Subject to location, experience, and education

#LI-REMOTE

#LI-RD1

What do we offer to the ideal candidate?

• A chance to improve the U.S. healthcare system at a high-growth company! Our leading healthcare financial platform is scaling rapidly, helping millions of patients per year

• Unless stated otherwise, most roles have flexibility to work from home or in the office, depending on what works best for you

• For exempt employees: Unlimited PTO for vacation, sick and mental health days–we encourage everyone to take at least 20 days of vacation per year to ensure dedicated time to spend with loved ones, explore, rest and recharge

• 16 weeks paid parental leave with health benefits for all parents, plus flexible re-entry schedules for returning to work

• Diversity initiatives that encourage Cedarians to bring their whole selves to work, including three employee resource groups: be@cedar (for BIPOC-identifying Cedarians and their allies), Pridecones (for LGBTQIA+ Cedarians and their allies) and Cedar Women+ (for female-identifying Cedarians)

• Competitive pay, equity (for qualifying roles), and health benefits, including fertility & adoption assistance, that start on the first of the month following your start date (or on your start date if your start date coincides with the first of the month)

• Cedar matches 100% of your 401(k) contributions, up to 3% of your annual compensation

• Access to hands-on mentorship, employee and management coaching, and a team discretionary budget for learning and development resources to help you grow both professionally and personally

About us

Cedar was co-founded by Florian Otto and Arel Lidow in 2016 after a negative medical billing experience inspired them to help improve our healthcare system. With a commitment to solving billing and patient experience issues, Cedar has become a leading healthcare technology company fueled by remarkable growth. "Over the past several years, we've raised more than $350 million in funding & have the active support of Thrive and Andreessen Horowitz (a16z).

As of November 2024, Cedar is engaging with 26 million patients annually and is on target to process $3.5 billion in patient payments annually. Cedar partners with more than 55 leading healthcare providers and payers including Highmark Inc., Allegheny Health Network, Novant Health, Allina Health and Providence.

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