Associate Director, Learning and Development

Hi, we’re Oscar. We’re hiring an Associate Director, Learning and Development to join our Claims team.

Oscar is the first health‑insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health‑insurance company we would want for ourselves – one that behaves like a doctor in the family.

The Associate Director, Documentation & Learning role is responsible for assisting in the creation of the strategic direction for learning initiatives and knowledge management practices. This includes documenting, analyzing, and improving claims processing workflows, policies, and procedures within the operation. The role develops and implements programs that enhance employee skills, improve operational efficiency, and foster a culture of continuous learning and knowledge sharing.

You will report into the Senior Director, Claims. This position is based in our Tempe, Arizona office and requires a hybrid work schedule with 3 days of in‑office work per week. Thursdays are a required in‑office day for team meetings and events, while your other two office days are flexible to suit your schedule.

Pay Transparency:
The base pay for this role is $134,136 – $176,053 per year. Full‑time employees are eligible for benefits including medical, dental, and vision coverage; 11 paid holidays; paid sick time; paid parental leave; 401(k) plan participation; life and disability insurance; and paid wellness time and reimbursements.

• Assist in the creation of a holistic claims training and documentation strategy.
• Deliver claims training strategy inclusive of material creation, feedback to trainees, and adjustments to improve retention and application of the claims training.
• Develop and maintain detailed process documentation, including standard operating procedures (SOPs), work instructions, and guidelines related to healthcare claims processing specifically.
• Develop and implement a continuous improvement process for all claims documentation, training and ongoing refresher trainings as well as curriculum improvements.
• Work with internal stakeholders to ensure consistency and accuracy of claims documentation and training materials.
• Create a system to measure the effectiveness of training programs and knowledge projects in enhancing employee performance.
• Ensure that practices are integrated into daily operations and aligned with business outcomes.
• Build, coach, and lead a team that takes tremendous care of our internal and external customers, maintaining or improving culture and employee satisfaction.
• Translate technical or complex information into clear, user‑friendly documentation.
• Provide effective direction, mentorship, and influence to achieve departmental goals.
• Stay abreast of industry trends, best practices, and emerging technologies in learning and development.
• Ensure compliance with all applicable laws and regulations.
• Perform other duties as assigned.

• 7+ years of experience in a combination of claims operations, learning and development, knowledge management, technical writing or a related field.
• 5+ years of people management and team leadership experience with the ability to prioritize, allocate work and manage across multiple high‑value projects at once.
• 6+ years of working collaboratively with cross‑functional leadership teams.
• 3+ years of experience with benefit and contract interpretation or coding in professional/institutional billing requirements.
• 3+ years of experience analyzing and improving processes and workflows.

• Experience in healthcare or highly regulated or related field.
• Operational improvement certification – Green or advanced belt certification.
• Bachelor's or Master's degree in a related field.
• BSN or clinical experience.

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination‑free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We’re on a mission to change health care – an experience made whole by our unique backgrounds and perspectives.

Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or needed accommodation.