MEET ASCERTAIN Ascertain is building AI agents to automate the administrative work that burdens care teams. We are in major health systems and large specialty groups, saving hundreds of staff hours every week. Our backers include Northwell Health, New York’s largest health system, and Deerfield Management, a leading healthcare investment firm. Together, we’re on a mission to restore time, trust, and focus to the people who keep healthcare running. Our work is urgent — not because of startup timelines, but because our customers rely on us to drive financial resilience and operational clarity in a system under strain. ABOUT THE JOB This is a hands-on role for someone who thrives in high-volume operational environments and is comfortable balancing individual contribution with team support. You will continue to process prior authorizations directly—often at high volume—while also serving as a go-to resource for other Ascertain Assistants. Over time, this role will evolve into a hybrid operations + technology position as workflows become increasingly automated and integrated with Ascertain’s platform. This is not a traditional healthcare shift-based, desk role. It is an outcome-driven position that rewards ownership, judgment, and follow-through. WHAT YOU’LL DO: As a Prior Authorization Assistant at Ascertain, you will play a critical role in our new AI-powered prior authorization solution. You’ll collaborate directly with Ascertain leadership and product teams, helping to shape how prior authorization is transformed through recent advances in artificial intelligence. This is a unique opportunity to work at the intersection of healthcare operations and cutting-edge technology. You’ll work closely with healthcare providers to reduce administrative burdens and streamline detailed workflows. Day-to-day, this includes manually processing authorizations and overseeing automated submissions for office visit referrals, procedures, pharmaceuticals, and more. The role offers broad exposure to multiple healthcare specialties, external stakeholders, and departments across Ascertain. * Review and verify insurance information and patient eligibility for prior authorizations. * Communicate with healthcare providers to gather necessary medical documentation and information. * Submit prior authorization requests to insurance companies following established protocols. * Monitor and track authorization requests to ensure timely processing and resolution. * Respond to inquiries from healthcare providers, patients, and insurance companies regarding authorization status. * Maintain accurate records of authorization requests, approvals, and denials. * Collaborate with internal teams to resolve authorization issues and improve process efficiency. * Stay updated on insurance policies, regulations, and industry trends related to prior authorizations. WHAT YOU'LL NEED: * 4+ years of experience with prior authorization and billing in Sleep Medicine * Experience with athenahealth and or NextGen * Familiarity with major payors including UnitedHealthcare, Aetna, Blue Cross Blue Shield, etc. * Bonus if you have experience in… * client relationships; * hands-on leadership roles (e.g., Team Lead, Supervisor, or informal leadership), paired with a roll-up-your-sleeves approach; * engaging with C-suite executives. WHAT YOU'LL BRING TO THE TABLE: * Detail-Oriented. You are meticulous in your work, catching errors and ensuring every authorization is processed accurately the first time. * Collaborative. You are energized by working with others, building trust and communicating clearly with providers, teammates, and cross-functional stakeholders. * Adaptable. You are comfortable shifting between manual workflows and leveraging new AI-powered tools, adjusting quickly as processes evolve. * Empathetic. You are attuned to the needs of healthcare providers and patients, approaching each interaction with patience, professionalism, and understanding. * Process-Driven. You are motivated by structure and consistency, following established workflows while identifying opportunities for improvement. BENEFITS & PERKS * Cutting-edge technology: Work directly with the latest advancements in generative AI and automation, tackling challenging problems that meaningfully impact healthcare. * Ownership & growth: You’ll join Ascertain at a pivotal early stage, shaping our products, technical direction, and culture, with significant opportunities for career advancement. * Collaborative team: Join a talented, passionate, and supportive team with backgrounds from top tech companies and clinical institutions. * Competitive compensation: We offer competitive salary, meaningful equity, comprehensive health insurance, and more. Why Ascertain? Make a real difference: Your work will directly impact healthcare organizations and improve patient care. Join Ascertain in transforming healthcare with AI!