Senior Counsel

Overview

This role is for a Senior Legal Counsel joining a growing legal team as the second lawyer. The position supports a fast-moving healthcare organization operating at the intersection of Medicaid and Medicare, including programs serving high-need populations.

The role reports directly to the Head of Legal.

Responsibilities

Legal & Regulatory Guidance

• Serve as a lead advisor on corporate, healthcare regulatory, litigation, commercial, product, employment, and privacy matters.
• Monitor regulatory developments and translate their impact into clear, actionable guidance for product, clinical, and operations teams.
• Collaborate with operational, clinical, and marketing leaders to support compliance with applicable laws and regulations, including HIPAA, Anti-Kickback, and Corporate Practice of Medicine.
• Provide business-friendly guidance on the use and impact of artificial intelligence and other technologies in healthcare programs.

Commercial Strategy & Contracting

• Support contract development and negotiation, including drafting, redlining, and advising on deal terms for health plans, vendors, and partners.
• Draft templates and playbooks for contracting with partners, including service agreements, BAAs, NDAs, and other agreements.
• Provide legal and regulatory guidance related to Medicaid, Medicare, value-based care, and product development to support commercial strategy.

Risk Identification & Building Out the Legal Function

• Act as a trusted advisor to business, product, and clinical teams by flagging legal risks early and helping design compliant solutions.
• Help develop legal processes and policies that support risk mitigation, compliance, and business enablement.
• Manage outside counsel work and spend effectively.

Cross-Functional Collaboration

• Partner with clinical operations on care delivery compliance, including documentation standards, authorization requirements, and billing compliance.
• Collaborate with People/HR on compliance training, onboarding, and workforce policy development.
• Support company litigation needs.
• Represent the organization professionally and compliantly in partner, health plan, and regulatory conversations.
• Perform other duties as needed.

Requirements

• 5+ years of healthcare legal experience with direct exposure to federal programs (Medicare, Medicaid, or both) and the regulatory frameworks governing them (CMS, OIG, HIPAA, FWA).
• 3+ years of legal experience at a digital health company, health plan, provider, or managed care organization operating in Medicaid and/or Medicare programs.
• Demonstrated ability to operate in an ambiguous, fast-moving environment (startup or high-growth company experience strongly preferred).
• Deep working knowledge of the healthcare regulatory environment and practical application to technology products and digital health services.
• Strong communication skills: explain complex regulatory requirements in plain language and provide clear risk/benefit recommendations to business leaders.
• Ability to multitask, prioritize, and manage projects and tasks.
• Experience supporting building processes, procedures, and workflows that enable sustainable business scaling.
• Strong collaboration skills with partners across clinical, operations, finance, and leadership.
• Proven ability to prioritize competing demands and make risk-proportionate decisions.
• Mission-driven interest in improving outcomes for underserved communities.

Preferred Qualifications

• Familiarity with value-based care contracts, capitation arrangements, or risk-bearing entities and their compliance implications.
• Direct experience in pre-litigation and litigation matters and managing outside counsel.
• Healthcare, privacy, or other relevant certification is a plus.

Compensation & Benefits

• Competitive salary: $205,000 - $225,000
• Equity compensation package
• Medical, dental & vision with HSA/FSA and company HSA contribution
• Remote-first with equipment and $100/mo home office stipend
• Flexible PTO and 12 paid holidays
• 100% company-paid life, disability & AD&D
• Backup childcare, caregiver concierge, and financial guidance resources

Location

Remote-first