Director, Clinical Quality

Director of Clinical Quality

📍 Location: Remote

💼 Type: Full-time — hands-on, a real doer in the age of AI

💰 Comp: Competitive salary + high equity

About Dearest Care

Dearest Care was founded after years of fighting the system on behalf of our own founders' families. Our vision is simple: every patient deserves a relentless advocate. Today, we combine smart software and human advocacy to guide Medicare patients through diagnoses, medical bills, and care plans. Our mission has resonated with investors from Omada, Oscar, and UnitedHealthcare, and we’re proud of the driven team we’ve built.

Founded by serial entrepreneurs with successful exits and supported by a deep bench of advisors in healthcare and tech, we’re a Series A company backed by top-tier investors and leaders from Rula, Oscar Health, Omada, Galileo, One Medical, Ro, United, Uber, and Postmates.

We move fast, execute with purpose, and operate with a lean, impact-focused mindset. Our principles are rooted in conscious leadership, a commitment to getting things done, and a focus on achieving meaningful results through rapid iteration and execution.

Why This Role Exists

As the Director of Clinical Quality at Dearest Care, you will own the measurement and management of care quality across the organization. You will define standards, build and instrument measurement systems, run a tight monitoring cadence, and partner with Product and Tech to embed quality directly into workflows—eliminating reliance on retroactive inspection.

This is a hands-on role: you will extract data, develop rubrics, and deliver reports yourself. While strategy sits with the Head of Clinical Operations, you will create and operate the system that makes quality and outcomes measurable. You’ll also be the key voice interpreting what the numbers truly reveal.

Responsibilities

Define Quality & Performance Standards

Own all aspects of quality measurement, with a focus on delivering a standout patient experience

Instrument, measure, and report on metrics across all relevant systems

Develop, document, and implement SOPs to standardize quality processes across teams

Surface insights from data analytics to inform operational and product roadmaps

Continuous Quality Monitoring

Run continuous quality monitoring for all roles within Clinical Operations

Report weekly findings to leadership with clear recommendations for improvement

Own the coaching framework: create rubrics, examples, and calibration processes to deliver consistent feedback

Collaborate with the Head of Clinical Operations to integrate quality standards into hiring, onboarding, training, and statements of work

Integrate Quality into Product & Workflows

Partner with Product and Tech to embed quality directly into clinical and operational workflows

Document recurring quality issues and create clear product requirements, with data-backed evidence for the roadmap

Scope Boundaries

To ensure clarity of responsibilities, this role does not own:

Compliance or outcomes strategy (owned by Head of Clinical Operations)

Direct delivery of training or coaching (owned by trainers and team leads)

People management at hire (headcount comes after the system is running)

Clinical judgment (handled by clinical leadership; this role covers administrative/service obligations)

Who You Are

Required

Bachelor’s degree or equivalent practical experience in analytical operations

5+ years in consulting, healthcare quality operations, or ops analytics, including 2+ years owning a metric at the leadership level

Strong, hands-on analytical skills (SQL, BI tools like Metabase, and data modeling)

Experience rigorously defining and defending metrics (numerators, denominators, exclusions, sources of truth)

Prior experience building or running a documented performance management or QA process

Evidence of effective partnership with product or engineering to address operational issues at their root

Clear, concise writing skills – able to produce a one-page rubric with no adjectives

Working knowledge of HIPAA and patient data privacy standards