[Hiring] Senior Counsel @Pair Team

Role Description

We're hiring a Senior Legal Counsel to help Pair Team grow and scale responsibly. This is an opportunity to be the second lawyer in the legal department and build inside a fast-moving healthcare company operating at the center of Medicaid and Medicare high needs population care management. This role reports directly to the Head of Legal.

What You’ll Do

• Legal & Regulatory Guidance
  • 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 ensure adherence to applicable laws and regulations (e.g. HIPAA, Anti-Kickback, Corporate Practice of Medicine).
  • Understand and provide business friendly guidance on use and impact of artificial intelligence and other technologies in healthcare programs.
• Commercial Strategy & Contracting
  • Work on contract development and negotiation—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 Legal Function
  • Act as a trusted advisor to business, product, and clinical teams — flagging legal risks early and helping design compliant solutions rather than blocking progress.
  • Help develop legal processes and policies that support risk mitigation, compliance, and business enablement.
  • Effectively manage outside counsel work and spend.
• Cross-Functional Collaboration
  • Partner with clinical operations on care delivery compliance, including documentation standards, authorization requirements, and billing compliance.
  • Collaborate with the People team on compliance training, onboarding, and workforce policy development.
  • Support company litigation needs.
  • Represent Pair Team professionally and compliantly in partner, health plan, and regulatory conversations.
  • Other duties as needed.

Qualifications

• 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 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 — able to explain complex regulatory requirements in plain language and make crisp 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 thought partners from clinical, operations, finance, and leadership.
• Proven ability to prioritize competing demands and make risk-proportionate decisions.
• Mission-driven and passionate about improving outcomes for underserved communities.

Bonus Points for any of the following:

• 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.

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