Full-Time

Director of Engineering Operations

Engineering Operations

Posted on 10/31/2025

Clover Health

Clover Health

501-1,000 employees

Medicare Advantage insurer with personalized care

Compensation Overview

$210k - $260k/yr

+ Bonus + Equity

Remote in USA

Remote

Category
Engineering Management (3)
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Requirements
  • 12+ years in engineering operations, program management, or related leadership roles within software/SaaS; track record operating at org scale.
  • deep familiarity with engineering processes and best practices, incident/post-mortem culture, SDLC/reliability/SRE concepts, and robust change management.
  • demonstrated success in putting together data-driven operating dashboards and reports (DORA, cycle time, quality & reliability, cost).
  • strong business and financial acumen (budgets/forecasting, unit economics, R&D credits, capitalization) and vendor management experience.
  • experience with regulated environments and audits (HITRUST/SOC 2/HIPAA or similar).
  • excellent written/verbal communication; able to translate technical detail into crisp exec-level narratives and decisions.
  • demonstrated people leadership: hiring, mentoring, performance management, and org design for EngOps/TPM.
Responsibilities
  • Own the coordination and facilitation of key standing forums: Tech Program Review, Post-Mortems, Technical Design Review Board, Engineering Culture Group—drive clear agendas, crisp decisions, action tracking, and follow-through.
  • Stand up net-new programs for patents, standards tracking, bug bounty, and open source: + Patents: work with Product management to establish invention disclosure pipeline, IP review council cadence, outside counsel coordination, inventor recognition.
  • Stand up net-new programs for patents, standards tracking, bug bounty, and open source: + Standards Tracking: maintain a registry of key industry technical protocols and standards, publish change notes and impact assessments as standards evolve, represent the company in working groups and engage in proposals/ratifications where strategic
  • Stand up net-new programs for patents, standards tracking, bug bounty, and open source: + Bug bounty: scope, policy, responsible disclosures, intake/triage/runbooks, reward policy, and remediation SLAs.
  • Stand up net-new programs for patents, standards tracking, bug bounty, and open source: + Open source: policy & license compliance, contribution/approval workflow, open source review board, software bill of materials and trusted software supply chain tracking.
  • Ensure ongoing certification and compliance (e.g., HITRUST, SOC 2, HIPAA): control ownership, evidence collection, audit readiness, corrective action tracking, and annual/continuous monitoring calendars.
  • Partner with Product, Customer, and Engineering leaders to define engineering health dashboards and a common metrics glossary.
  • Implement end-to-end reporting on DORA metrics, cycle time, defect escape rate, availability/SLOs, on-call health, and cost of service; ensure a single source of truth and instrument data quality.
  • Drive monthly/quarterly reviews that use data to prioritize investments, remove bottlenecks, and improve reliability.
  • Be the Engineering DRI for capitalization capture/process, R&D tax credits, and QI-related reporting/processes in partnership with Finance/Tax.
  • Own engineering vendor lifecycle: selection, contracts, renewals, usage optimization, and Procurement liaison.
  • Assist with workforce planning: headcount tracking, hiring plan alignment, and budget vs. actuals.
  • Report on cloud spend; forecast infra/tooling budgets; implement tagging standards, chargebacks/showbacks, anomaly detection, and savings plans/commitments management.
  • Lead intra-team and cross-functional communications: staff updates, program newsletters, release/incident comms, decision memos, and exec readouts.
  • Plan and track cross-team initiatives (e.g., services ↔ monolith migrations, infra upgrades, AI adoption): charters, roadmaps, milestones, dependency management, stakeholder mapping, and change-management plans.
  • Represent the SVP of Engineering in key forums when needed; ensure continuity, executive presence, and timely follow-ups.
  • Prepare briefing docs, pre-reads, and decision frameworks; drive agendas and outcomes for engineering offsites, exec syncs, and staff meetings.
  • Build and mentor a high-performing EngOps/TPM function; define operating model, career ladders, hiring bar, and coaching rhythms.
  • Foster a culture of learning, psychological safety, and crafted execution—level up TPMs on operational excellence.
Desired Qualifications
  • FinOps certification or DevFinOps experience
  • Standing up bug bounty and/or open source governance from scratch.
  • Patent program or technical IP review/management experience.

Clover Health provides Medicare Advantage plans for seniors in the United States, offering coverage that goes beyond traditional Medicare. Its services include personalized care, fitness memberships, home checkups, drug coverage, and Medigap insurance, with revenue coming from member premiums and Medicare reimbursements. The product works by enrolling members in Medicare Advantage and delivering added benefits through a network of healthcare providers and fitness centers, plus home visits and proactive support to manage health. The company differentiates itself with a focus on tailored, attentive care and a growing provider network to enhance member benefits, aiming to improve health outcomes. Its primary goal is to help seniors stay healthier and reduce out-of-pocket costs by combining comprehensive coverage with personalized services.

Company Size

501-1,000

Company Stage

IPO

Headquarters

Nashville, Tennessee

Founded

2014

Simplify Jobs

Simplify's Take

What believers are saying

  • Q1 2026 revenue hit $749M, up 62% year-over-year with GAAP profit.
  • Membership surged 38% to 155,773, guiding $2.87B revenue in 2026.
  • CMS interoperability rules align with live Kno2 and HealthEx integrations.

What critics are saying

  • 3.51-star CMS rating lags competitors, slashing enrollment in 2026 open period.
  • UnitedHealth and Humana undercut $0 PPO plans in Georgia and Texas markets.
  • $320M cash burns out in 21 months without sustained GAAP profits.

What makes Clover Health unique

  • Clover Assistant aggregates patient data to enable early chronic disease management.
  • Counterpart Health extends AI platform to non-member providers nationwide.
  • HealthEx partnership empowers members to control clinical and claims data sharing.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

401(k) Company Match

Performance Bonus

Unlimited Paid Time Off

Remote Work Options

Parental Leave

Professional Development Budget

Phone/Internet Stipend

Growth & Insights and Company News

Headcount

6 month growth

-1%

1 year growth

0%

2 year growth

-1%
Yahoo Finance
Apr 14th, 2026
Clover Health posts 45% revenue growth to $488M in Q4, tops health insurers

Clover Health reported fourth-quarter revenues of $487.7 million, up 44.7% year on year and exceeding analysts' expectations by 4.4%. The Medicare Advantage provider delivered the strongest performance among 12 tracked health insurance providers, posting the biggest analyst beat and fastest revenue growth in the group. The company added 4,577 customers during the quarter, bringing its total to 113,803. Clover uses proprietary software called Clover Assistant to help physicians manage patient care for seniors. Despite the strong results, shares fell 5.3% following the announcement and currently trade at $2.04, suggesting investor expectations may have been higher than Wall Street's published projections. CEO Andrew Toy said the results validated the company's business model despite headwinds during the year.

Yahoo Finance
Apr 7th, 2026
Clover Health partners with HealthEx to give Medicare members secure access to clinical and claims data

Clover Health has partnered with HealthEx to enable Medicare Advantage members to securely access and share their clinical records and claims data. Built on Counterpart Health infrastructure, the collaboration allows members to connect health information to digital tools like Claude for better care navigation. The partnership addresses healthcare data fragmentation by letting members verify their identity, authorise access and retrieve records through a single streamlined experience, eliminating multiple portal logins. Members can share data with providers, health applications and AI platforms, with each entity governed by its own privacy policy. Counterpart Health powers the underlying interoperability infrastructure, creating a scalable foundation for other health plans. The capability extends Clover's recent interoperability work with Kno2 and supports federal interoperability efforts promoting patient data access rights.

Yahoo Finance
Mar 24th, 2026
Clover Health falls 42% in 6 months as $69M cash burn raises dilution concerns

Clover Health shares have fallen 42.4% over six months to $1.86, prompting concerns about the company's viability. With just $1.92 billion in trailing 12-month revenue, the health insurer struggles with scale disadvantages in an industry where size matters for operational efficiency and customer trust. The company's financial position remains precarious. Clover Health has posted an average free cash flow margin of negative 6.8% over five years, burning $68.98 million in cash last year. With $120.3 million in cash and no debt, it has approximately 21 months of runway remaining. Analysts warn shareholders face potential dilution if the company must raise capital to continue operations, making it a stock to avoid until it demonstrates consistent free cash flow generation.

Yahoo Finance
Feb 27th, 2026
Clover Health guides to first GAAP profit with $2.8B revenue as Medicare members surge 38%

Clover Health Investments has achieved full-year adjusted EBITDA profitability in 2025 and guided to its first year of GAAP net income profitability in 2026, with projected net income of $0–20 million and revenue of $2.81–2.92 billion. The Medicare Advantage insurer grew membership 38% year-over-year to approximately 114,000 members, driven by its risk-bearing model and Clover Assistant platform. Management reported underlying medical cost trends remained well controlled at around 5% annually, excluding pharmacy costs. CEO Andrew Toy said Clover sustained profitability whilst rapidly expanding membership through a model retaining full underwriting risk. The company introduced consolidated gross profit as its primary operating metric, reaching $356 million in 2025 with guidance of $470–510 million for 2026. Clover ended the quarter with $320 million in cash.

Yahoo Finance
Feb 27th, 2026
Clover Health achieves full-year adjusted EBITDA profitability with 38% membership growth

Clover Health has achieved full-year adjusted EBITDA profitability in 2025 whilst delivering 38% membership growth and controlled medical cost trends, despite elevated industry-wide utilisation. CEO Andrew Toy noted the company absorbed first-year dilution from Medicare Advantage membership growth whilst retaining full underwriting risk. The company expects to achieve its first full year of GAAP net income and earnings per share profitability in 2026. Toy emphasised that regulatory pressures weakening competitors have strengthened Clover's positioning, as incumbents reduced benefits and exited markets. Since 2021, Clover has focused on clinical value rather than coding intensity, a strategy now proving advantageous as the broader Medicare Advantage market faces challenges. The company believes its cohort economics are amongst the strongest in the industry.

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