Head of Operations

Job not on LinkedIn

🔥 1 minute ago

🇺🇸 United States – Remote

💵 $225k - $245k / year

⏰ Full Time

🔴 Lead

⚙️ Operations

👻 Ghost score 0%

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Dearest

WebsiteLinkedInAll Job Openings

2 - 10 employees

🏥 Healthcare

👥 B2C

💰 Non Equity Assistance - Dearest on 2022-06

Healthcare • B2C

Dearest is a patient advocacy and care‑coordination service (branded as Dearest Care) that matches patients and caregivers with dedicated, experienced healthcare advocates—nurses, physicians, pharmacists, social workers, and care coordinators—to help navigate appointments, paperwork, insurance approvals, and next steps. The company supports a range of health needs (new diagnoses, chronic illness, cancer, dementia, senior care, disability support, equipment procurement, etc. ), is covered by Medicare and many Medicare Advantage plans nationwide, and emphasizes rapid access (avg. 24 hours to connect), large-scale experience (27,000+ patients served) and a team of trained advocates (103+). Dearest positions itself as an independent partner to patients and families, focused on care coordination, insurance navigation, and connecting people with appropriate doctors and services.

📋 Description

• Own clinical operations, RCM, sales, growth, quality, compliance, finance, HR, and the patient funnel and experience end to end • Own LTV/CAC, gross margin, growth, CAC, cost to serve, contribution margin, and cohort LTV • Expand gross margin by identifying and closing operational leaks across the funnel, care delivery, and RCM • Run weekly scorecards, monthly reviews, and quarterly targets across operational functions • Diagnose broken workflows, fix root causes, and build repeatable processes • Own the patient journey from first contact through onboarding, care encounters, engagement, and retention • Manage speed to lead, channel economics, pipeline quality, conversion, activation, and retention • Build and operate advocate capacity, staffing models, service levels, productivity, QA, and supporting systems • Partner with technology and product teams to deploy AI for call QA, summarization, follow-up, documentation, RCM, credentialing, reporting, and manual workflows • Measure AI impact on cost, capacity, quality, conversion, and patient experience • Monitor critical patient experience moments and resolve dropped calls, missed handoffs, delayed follow-ups, and unresolved issues • Influence product, go-to-market, major contracts, and Series B readiness while working directly with founders

🎯 Requirements

• 7+ years in operations at a telehealth, tech-enabled care, or consumer healthtech company • Experience leading function leaders, not just teams • Direct ownership of a patient funnel, including stage-by-stage conversion rates • Experience running contact center or high-volume care operations, including staffing models, service levels, and QA • Direct experience with RCM, credentialing, or payer enrollment • AI-native mindset and ability to deploy AI in operations • Strong data-driven decision-making and operational problem-solving • Ability to prioritize in high-ambiguity, high-velocity environments • Willingness to work beyond a 9-to-5 schedule • Ability to manage the full operating engine rather than a single function • Clear communication with patients and healthcare stakeholders • Bonus: experience with Medicare or Medicaid populations • Bonus: early-stage company experience from Series A toward Series C • Bonus: contact center operations for a senior population • Bonus: working closely with founders or executive teams in high-growth healthcare

🏖️ Benefits

• High equity • Remote work arrangement • Periodic leadership team meetings in the SF/Bay Area • Real autonomy over the operating engine • Direct work with founders • Distributed culture • Conscious Leadership Values • Human connection-focused culture • Playful creativity • Equal opportunity and diversity-focused workplace