Senior Engineer

Build the systems that enable us to scale care while preserving the human touch.

📍 Location: Remote
💼 Type: Full-time — hands-on, doer in the age of AI
💰 Compensation: Competitive salary + high equity
🖥️ Tech Stack: Python/Django (backend), React/Next.js (frontend), Postgres, Aptible

Dearest Care is scaling rapidly, and we need a robust technical foundation to deliver consistently exceptional patient and customer experiences. We’re searching for a senior, hands-on engineer who thrives on owning problems end to end — from scoping and designing, through building and shipping, across our full-stack platform.

This is a greenfield platform with real adoption. You’ll set architecture, engineering patterns, and development velocity from day one. Expect to ship quickly alongside intelligent agents, integrate AI directly into the product, build features with healthcare compliance as a core requirement, and collaborate directly with operations and product teams in ambiguous, fast-moving environments. You’ll code alongside our CTO.

This isn’t a "sit behind dashboards and guess what matters" role. You’ll talk to advocates and patients, use the product yourself, and ship code that has tangible impact: reducing hospitalizations, ER visits, and chaos for families.

Dearest Care was started after our founders' personal journeys navigating the healthcare system for their families. Our vision: everyone deserves a fighter. We blend intelligent software with human advocates, supporting Medicare patients through diagnoses, billing, and care plans. Our mission is supported by investors from Omada, Oscar, and UnitedHealthcare, and guided by a stellar advisory panel with deep expertise in healthcare and technology.

We’re a Series A company operating with a lean, impact-driven mindset, rapid execution, and conscious leadership. Our team is tight-knit and fast-moving, focused on meaningfully improving healthcare navigation.

The technical scope is vast, and within your first year, you’ll work on:

1. Advocate Workspace (North Star): A comprehensive UI for advocates, featuring a unified inbox (across voice, SMS, email, and video), "Today's Queue" with AI-ranked tasks and risks, and Patient 360 with full health histories.

2. Voice → Actions Engine: From call recording and transcription to automatic task/SOAP note creation, work routing, and safety loops that catch unresolved tasks before readmissions occur.

3. Docu Agent & Billing Rails: Turning time logs and transcripts into clean, compliant CPT/G-codes, building audit trails and explainable workflows. Goal: automate >80% of billing.

4. Chronic Condition Journeys: Disease-specific flows (e.g., Diabetes, CHF, COPD) built into the product, with dashboards proving impact such as "25% fewer readmissions" for specific patient cohorts.

5. Security & Compliance Infrastructure: HIPAA-grade logging, RBAC, consent management, and PHI-safe communications, architected for current direct-to-consumer (D2C) and future B2B use cases.

You’ll set standards and patterns that shape the work of future engineers and agents.

• Have 5+ years of full-stack development experience and can independently ship complete features — ideally in Python/Django, React/Next.js, and Postgres.

• Own problems, not just code. You take responsibility for features from design through to deployment and value impact over just merging code.

• Are AI native. You build and ship fast with agent workflows and know how to balance trust and validation for AI output.

• Integrate AI into real tools, driving compliant, operational value in production settings.

• Have experience building secure, HIPAA-compliant systems in a regulated healthcare environment.

• Are comfortable working with RESTful APIs, relational databases, cloud hosting, and managing CI/CD and deployments.

• Prefer speaking with users over guessing from tickets and measure your impact by real outcomes for patients.

• Thrive in an environment that’s high-ambiguity and high-velocity. This isn’t a standard 9-to-5.

• Worked with EHRs, claims systems, or care coordination tools.

• Possess deep DevOps skills: container orchestration, observability, and security hardening.

• Been among the first five engineers at an early-stage startup.

• You take full ownership of a major domain (within 45 days) and lead a cross-functional initiative to measurable patient outcome improvements.

• The tools you build let our ops team handle far greater scale efficiently.

• Early technical decisions are enabling fast iteration, not creating bottlenecks.

• You’ve set robust patterns for others to build upon, with a strong compliance and security track record.

• Freedom to Build: Own projects completely, from architecture to release. Genuine greenfield ownership with meaningful traction.

• Direct Customer Impact: Your work immediately affects patients, care teams, and partners.

• Entrepreneurial Team: Everyone here has started companies. If you plan to launch your own someday, you’ll learn from the best.

• High-Impact Mission: We’re working to close a $25B+ healthcare navigation gap, with support from leading payers and investors.

• Ownership: High visibility, real autonomy, and a founding equity package.

• Share your résumé or LinkedIn.

• Include an example of a product you personally coded and shipped, and detail the impact it made.

• (Optional) Add a brief note on the AI workflows you've created.

We're building a future where every American has access to a personal healthcare navigator, democratizing access for those contending with chronic illness or healthcare complexity. Our distributed, Americas-based team values diverse perspectives, operational excellence, and delivering truly impactful products.

Our values:

• Human Connection: We foster healthy, supportive relationships—both in our product and on our team.

• Playful Creativity: We bring fun and levity to our work.

• Excellence: In execution, thinking, writing, and communication.

• Radical Candor: Addressing hard issues head-on and uplifting each other.

• Smart Hustle: Competing for our customers with impact, not just effort.

• Conscious Leadership: Guided by the 15 commitments to conscious leadership.

  Our story:

  https://vimeo.com/1188185714
  

Dearest Care is an equal opportunity employer, committed to diversity and inclusion. We welcome applicants of all backgrounds. Join us in transforming healthcare navigation.