---
title: 'Deputy General Counsel at Pearl Health'
canonical: 'https://feeny.ai/job/deputy-general-counsel-pearl-health-new-york-city-boston-rqez37tfb0yq'
type: 'job'
last_seen: '2026-09-10'
---

# Deputy General Counsel at Pearl Health

- **Company:** Pearl Health
- **Location:** New York City Boston, OR
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-08-20
- **Last confirmed live:** 2026-09-10
- **Apply:** https://jobs.ashbyhq.com/pearlhealth/cb363b65-6cfd-44f6-a177-6e2edd471e6b

## Job description

The Opportunity Pearl Health is looking for a Deputy General Counsel to help run and scale our Legal Department. You'll partner closely with the General Counsel to navigate the complex regulatory landscape of value-based care while building the legal infrastructure to support Pearl's fast-growing partnerships with providers and health systems. This is a chance to take on outsized responsibility and shape how legal operates at an early-stage, high-growth healthcare company.

## Who We Are

Pearl Health is dedicated to empowering primary care providers, health systems, and physician-led networks to succeed in the shift to value-based care. Our platform delivers the technology, financial tools, and expert services that enable practices to provide more proactive, effective care to their Medicare patients, ultimately lowering costs and improving health outcomes. Founded in 2020, we are a team of healthcare and technology innovators backed by premier investors like Andreessen Horowitz, Viking Global Investors, and AlleyCorp. We partner with thousands of providers across 44 states to build a more sustainable future for American healthcare.

## What You'll Do

As Deputy General Counsel, you'll be a hands-on legal partner across the business: advising teams, managing risk, and building scalable processes as Pearl grows. You will:

- Stay current on relevant U.S. and international laws, regulations, and public policy developments, especially in healthcare, technology and primary care, and advise the business on how these may affect strategy and compliance
- Develop trusted relationships with business partners and stay closely informed on key product developments
- Draft policies, disclosures, and related processes to support ongoing compliance
- Work cross-functionally to build scalable, effective processes for delivering legal input across the company
- Provide practical legal and strategic advice to internal teams, helping shape long-term approaches to new products and customer experiences
- Lead and manage multiple initiatives simultaneously, meeting tight deadlines to support business objectives

## What You’ll Bring

We're looking for a curious, humble, and talented attorney who thrives in a fast-moving startup environment.

## Experience & Credentials

- J.D. degree (or foreign equivalent) with admission in good standing to practice in at least one U.S. jurisdiction
- At least 7 years of healthcare legal experience, in-house and/or at a law firm
- Background in regulatory matters (FDA experience a plus), contracting and transactions, and/or litigation
- Experience advising business teams to ensure regulatory compliance across multiple jurisdictions

## Skills & Judgment

- Excellent legal judgment paired with outstanding written and verbal communication skills
- Ability to research and master complex legal and regulatory topics and translate them into clear, accessible guidance for non-lawyers
- Experience counseling clients and teams on business and risk-mitigation strategies

Ways of Working

- Proven ability to build relationships and collaborate cross-functionally with external partners, internal teams, and legal colleagues
- A team player with intellectual curiosity, a growth mindset, and eagerness to learn
- Genuine excitement about taking on outsized responsibility at an early-stage company

## Our Values

🤝 Collaborate to Innovate: We believe the best solutions arise from intelligent teamwork. We trust the expertise of our teammates and pursue opportunities to learn and grow from each other. By embracing diverse perspectives and encouraging authenticity, we create and evangelize groundbreaking health solutions. 🗣️ Trust Through Transparency: We prioritize transparency in all our interactions, ensuring that employees, patients, clinicians and partners have access to the information they need to make informed decisions. Integrity is at the core of how we operate, from building products to fostering relationships, and is crucial to our ability to communicate openly and gain trust. ❤️ Serious Impact, Big Heart: We go above and beyond with our efforts to empower proactive, patient-centered care — and we celebrate every step forward. Humor and positivity fuel our creativity, strengthen relationships, and remind us to acknowledge the journey as much as the destination. We are an Equal Opportunity Employer on a mission to improve lives. Our strength comes from the diverse backgrounds, experiences, and perspectives of our team. We welcome all candidates and are committed to a fair, inclusive hiring process free from discrimination.

## What We Offer

The expected offer for this role includes the following components:

- Base Salary Range: $280,000 - $320,000 per year.
- Additional Compensation: This role is eligible for a discretionary performance bonus and equity options.
- Benefits: We offer a competitive benefits package. More on our careers page.

Final compensation for this role will be determined by a variety of factors, including a candidate's relevant skills, experience, labor market conditions, and location.

Agency Submissions We are not currently working with contingency search firms. If a resume is submitted to any Pearl Health employee by a third party without a valid written and signed search agreement, it will become the property of Pearl Health and no fee will be paid, irrespective of whether the candidate is hired.

The Interview Process While steps may vary by role, you can typically expect:

- Recruiter Screen: An intro call to discuss your background and motivations.
- Hiring Manager Interview: A deeper-dive conversation with your potential manager.
- Panel Interview: A round of meetings with teammates and cross-functional partners.
- Executive Interview: Final conversation(s) with 2 of our Executive leaders.

## About Pearl Health

## Company Overview
- **One-liner**: Pearl Health provides technology, analytics, and operational enablement to help primary care providers and health systems succeed in value-based care contracts (Traditional Medicare and Medicare Advantage).
- **Entity Type**: Private (Series B)
- **Headquarters**: New York, NY, USA
- **Founded**: 2020
- **Founders**: Michael Kopko (CEO & Co-Founder) and Jeffrey De Flavio (Executive Chairman & Co-Founder)

## Core Business
- **Primary industry/industries**: Healthcare technology, value-based care infrastructure
- **Target customers**: Primary care practices, physician networks, and health systems (B2B; Enterprise / SMB)
- **Mission or purpose statement**: “Help providers deliver proactive, high-quality care—and get rewarded for keeping patients healthy.”

## Products & Services
- **[Pearl Platform](https://www.pearlhealth.com/)**: The operating system for value-based care – includes data aggregation (claims, ADT, EHR), AI-powered patient prioritization, next-steps guidance, workflow automation, and financial strategy modeling. SaaS.
- **[Medicare Program Strategy](https://www.pearlhealth.com/)**: Portfolio of Medicare program options (Traditional Medicare, Medicare Advantage) to maximize revenue and reduce downside exposure – bundled with Pearl’s analytics and enablement services. Service + software.

## Market Standing
- **Valuation/Market Cap**: Not disclosed (conflicting reports may exist, but no public valuation found)
- **Key Metric**: Total Funding – USD 115,000,000 (as of Series B in January 2023)  
  Annual Revenue – USD 7,500,000 (LinkedIn estimate, 2024)
- **Notable Investors/Partners**: Andreessen Horowitz (led Series B and Series A), Viking Global Investors (co-led Series B), AlleyCorp, SV Angel. Debt financing of $20M also raised.
- **Growth Signals**: 5,000+ providers and 275,000+ beneficiaries across 44+ states; 137 employees (+22.8% YoY); 2× growth in lives covered year-over-year; active job postings grew 150% yearly.

## Competitive Advantages
- **AI-powered clinical intelligence**: Synthesizes claims, ADT, and EHR data to surface actionable next steps, reducing administrative burden.
- **EHR integration**: Connects with existing electronic health records without disrupting workflows.
- **Transparent financial models**: Designed to align incentives so providers share in savings while mitigating downside risk.
- **Proven results**: 1–3% medical loss ratio improvement, $3.4B healthcare premiums managed.

## Strategic Focus
- Scale value-based care performance across diverse provider types and health systems.
- Expand from Traditional Medicare into Medicare Advantage with payer-aligned workflows.
- Deepen predictive technology and AI automation to reduce on-call effort and improve care team efficiency.

## Why Work Here
- **Culture**: Values based on “Trust Through Transparency,” “Collaborate to Innovate,” and “Serious Impact, Big Heart.” Emphasis on integrity, collaboration, and meaningful impact on healthcare.
- **Work location**: Flexible remote environment with physical hubs in New York City, Boston, and Seattle. Work-from-home supported with a $200/quarter home office reimbursement.
- **Benefits**: Comprehensive health coverage (Blue Cross Blue Shield PPO fully funded for base plan), dental, vision, FSA, commuter, disability, life insurance, mental health support, 401K match (100% up to 4.5%), 16 weeks for birthing/primary caregivers and 12 weeks for partners, flexible PTO (minimum two weeks) plus 15 paid holidays, and $500/year professional development reimbursement.
- **Engineering culture**: Builders move fast and take ownership; example: Analytics team built an AI on-call partner using Claude Projects, showing a culture of innovation and autonomy.

## Sources
1. [Pearl Health Homepage](https://www.pearlhealth.com/)
2. [Pearl Health About Page](https://www.pearlhealth.com/about)
3. [Pearl Health Careers Page](https://www.pearlhealth.com/careers)
4. [Pearl Health Team Page](https://www.pearlhealth.com/our-team)
5. [LinkedIn Company Page - Pearl Health](https://www.linkedin.com/company/pearl-health)

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