Jobs in Regina, United States

About Pair Team

At Pair Team, we’re an innovative, mission-driven company reimagining how Medicaid serves the most underserved populations. As a tech-enabled medical group, we deliver whole-person care—clinical, behavioral, and social—by partnering with organizations deeply connected to the communities we serve.

We’re building a powerful care management platform that leverages AI and automation to scale meaningful, human-centered care. Our work is driven by top talent across clinical care, technology, product, and operations—working together to improve access and outcomes for all our patients.

We’re one of the largest Enhanced Care Management providers in California and are on track to build the nation’s largest clinically integrated network supporting high-need Medicaid members. Our model has demonstrated real impact, including a 58% reduction in emergency department visits and a 29% reduction in hospital admissions.

At Pair Team, we’re not just delivering care—we’re building the future of a more equitable, community-rooted Medicaid system.

• Forbes: For Pair Team, Accessibility Is About Delivering Healthcare To Those Who Need It The Most
• TechCrunch: Building for Medicaid’s regulatory moment with Neil Batlivala from Pair Team

About the Opportunity

As our first in-house legal leader, the Vice President of Legal will be responsible for building and overseeing all legal and compliance functions at Pair Team. This role reports to our Chief Medical and Strategy Officer and collaborates closely with our CEO, executives and department leaders across operations, finance, partnerships, marketing, and product. This is a high-impact, strategic leadership role that will shape the legal foundation of a mission-driven, fast-growing healthcare company.

This is a fully remote position with occasional travel to conferences, strategic meetings, and regulatory or partner engagements.

What You'll Do

• Serve as the company’s primary legal advisor on corporate, healthcare regulatory, commercial, product, employment, and privacy matters
• Build and lead internal legal processes and policies that support risk mitigation, compliance, and business enablement
• Provide legal and regulatory guidance related to Medicaid, Medicare, value-based care, product development, and other company activities
• Own the legal side of contract development and negotiation—drafting, redlining, and advising on deal terms for health plans, vendors, and partners
• Collaborate with operational, clinical and marketing leaders to ensure adherence to applicable laws and regulations (e.g. HIPAA, Anti-Kickback, Corporate Practice of Medicine)
• Manage relationships with outside counsel, own the legal budget, and evaluate when to bring legal functions in-house
• Own and evolve the company’s compliance program, ensuring operational and regulatory alignment as we scale
• Partner with the executive team on board governance, corporate transactions, equity matters, and fundraising activities

What You'll Need

• 8+ years of legal experience with at least 3 years in-house at a high-growth digital health or healthcare services company.
• J.D. from an accredited law school; active license to practice in at least one U.S. jurisdiction.
• Deep understanding of healthcare regulations and risk structures—especially related to Medicaid, Medicare Advantage, and managed care—and strong working knowledge of healthcare law.
• Knowledge of FDA regulation of healthcare software, including the delineation between Software as a Medical Device (SaMD) and clinical decision support tools, and the application of these frameworks to AI-enabled technologies.
• Experience advising on commercial and vendor contracting, data privacy, corporate governance, and employment law.
• Comfort working in a fast-paced, startup environment with cross-functional collaboration.
• Strong judgment and business acumen with an ability to balance legal risk and strategic opportunity.
• A passion for healthcare access and a commitment to serving underserved populations.

Our Values

• Lead with integrity: We keep our commitments and take responsibility for our actions. We are dependable and choose authenticity over perfection.
• Embrace challenges: We leave our egos at the door and step forward into discomfort instead of back into safety. We help each other to learn and provide feedback using candor and kindness.
• Break through walls: We go the extra mile for our patients, partners and one another, and we run toward hard things. We are resilient in our push for consistent improvement and challenge the status quo.
• Act beyond yourself: We build each other up and respect boundaries. We seek first to understand and assume positive intent.
• Care comes first: We hold ourselves to the highest standards for our patients. We are relentless in the pursuit of our mission, and ensure that we are taking care of ourselves in order to care for others.

Because We Value You

• Competitive salary: $260,000 - $280,000
• Equity compensation package
• Flexible vacation policy – take the time you need to recharge
• Comprehensive health, vision & dental insurance
• $50 employer contribution to active HSA accounts
• 401k through Guideline
• Life insurance and AD&D
• Work entirely from the comfort of your own home
• Monthly $100 work from home expense stipend
• We provide the equipment needed for the role
• Opportunity for rapid career progression with plenty of room for personal growth!
• Travel reimbursements for company off-sites and other work-related travel, as needed

Pair Team is an Equal Opportunity Employer. At Pair Team, we value diversity and strive to provide an inclusive environment for all applicants and employees. All applicants will be considered without regard to race, color, religion, sex (including pregnancy, gender identity, and sexual orientation), national origin, marital status, age, disability, political affiliation, military service, genetic information, or any other characteristic covered by federal, state, or local law.

Pair Team participates in E-Verify to verify employment eligibility for new hires. Any offer of employment at Pair Team is conditioned upon passing a pre-employment background check. Following a conditional job offer, candidates will undergo comprehensive employment background checks, including; criminal history, reference checks, and driving records if a role requires vehicle use.

We do not conduct any TA business outside of our @pairteam.com emails. If you’re ever concerned about spam or fraudulent activity, please reach out to recruiting@pairteam.com.