Chief of Staff

Interra Health • Boston, MA

21h • Remote

About The Position

Interra Health is a fast-growing healthcare technology company transforming how providers and patients navigate the prescription journey. Formed through the merger of DoseSpot, Arrive Health, and pVerify, Interra Health delivers trusted eligibility, real-time coverage and pricing insights, prescribing tools, and pharmacy transparency at the point of care—helping providers make informed decisions and patients access the right medications with greater clarity and affordability. Backed by strong market momentum and a bold vision for the future of connected care, Interra Health offers the chance to join an innovative, mission-driven team working at the intersection of software and healthcare to reduce friction, improve access, and make the healthcare experience better for everyone. The Role: We are a high-growth, healthcare technology company redefining how patients get — and pay for — their medications. We are scaling rapidly: ~40% organic growth $100M+ ARR expected this year Expanding EBITA margins Strong backing from Bain Capital Recent M&A has positioning the platform for the next phase of scale The Chief of Staff sits at the center of this momentum. Reporting to the COO and partnering closely with the Executive Leadership Team (ELT), this role acts as a force multiplier across the organization — driving strategic initiatives, improving enterprise execution, and accelerating value creation. This role is designed for a high-agency, high-capacity leader who thrives in complex environments and wants to help scale a platform business through its next stage of growth. For the right individual, this is a launchpad role: after 18–24 months driving enterprise-critical initiatives, this position is expected to evolve into a senior operating leadership role.

Requirements

• Experience leading complex, cross-functional initiatives in fast-paced, high-performance, analytically rigorous environments (e.g., strategy, operations, finance, or transformation roles).
• Background in high-growth SaaS or healthcare technology environments
• Exceptional analytical horsepower and structured thinking
• Strong business judgment and comfort with ambiguity
• The ability to move seamlessly between analysis and execution
• Executive presence and strong communication skills
• High EQ and ability to build trust across functions
• Strategic and tactical problem solvers with a hands-on orientation.
• Know how to drive real operating change, create urgency, and bring others along with them.
• Equally comfortable building strategic, analytical, and financial frameworks as they are rolling up their sleeves to identify practical improvement opportunities, and following through to implement them.

Nice To Haves

• Participate in Bain Capital’s Emerging Growth Leader (EGL) Program, a leadership development network designed for high-impact operators within Bain Capital’s technology portfolio.
• Join an executive network that includes Bain Capital’s investment and operating professionals — bringing deep expertise across general investment strategy, operations, and specialized focus areas including technology, AI, talent management, and organizational change.
• Be part of a wider community with the Business Transformation Partner (BTP) program of our North America Private Equity fund.

Responsibilities

• Accelerating value creation initiatives
• Improving cross-functional execution and accountability
• Embedding AI and automation across the organization
• Supporting M&A integration and margin expansion
• Strengthening executive-level decision support and communications
• Leading a pricing and packaging refinement effort to improve revenue quality and consistency across business units
• Driving a vendor and technology spend review to identify cost savings and eliminate overlapping tools
• Supporting margin expansion initiatives through automation or cost structure optimization projects
• Reducing operational risk by identifying and addressing single points of failure across key partnerships or integrations
• Supporting post-acquisition integration efforts, including synergy tracking and operational harmonization
• Identifying and prioritizing high-impact AI use cases across operations, commercial, finance, or support functions
• Partnering with Product and Engineering to implement internal AI tools that increase productivity
• Driving adoption of automation initiatives to reduce manual work and improve efficiency
• Establishing governance frameworks and ROI tracking for AI-related investments
• Leading preparation and coordination of board or investor materials during key reporting cycles
• Partnering with ELT leaders to shape strategic narratives around growth, margin expansion, or integration progress
• Improving executive reporting processes to increase clarity and reduce preparation burden
• Conducting deep-dive analyses to inform major executive or board-level decisions
• Operating through influence rather than formal authority, helping align teams around shared priorities and ensuring follow-through on critical initiatives.
• Building trust quickly across teams, functions, and operating cultures.

Benefits

• Remote work environment with a flexible work schedule to encourage work-life balance
• Annual company offsite
• Generous leave package including flexible time off policy that encourages team members to take time off to relax and recharge; plus 13 paid holidays, paid sick leave, and paid parental leave
• Medical, dental, and vision insurance for you and your family, plus a company funded FSA & HSA (dependent on which medical plan you choose)
• 401(k) company match
• One-time workspace reimbursement to help you optimize your remote workspace

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed