Chief of Staff

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

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.

The Chief of Staff serves as a strategic and execution partner to the COO and ELT with responsibility for advancing key enterprise priorities:

• 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

Success in the first 6–12 months will be defined by delivering measurable impact across several high-priority initiatives, including:

• Embedding AI across internal workflows to drive productivity gains

• Supporting pricing and packaging optimization

• Identifying operational efficiencies and technology consolidation opportunities

• Supporting post-acquisition integration and synergy realization

The Chief of Staff must quickly earn trust by mobilizing cross-functional teams, driving disciplined execution, and delivering results.

The scope of the role will evolve based on enterprise priorities. Key areas of focus include:

• 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

The Chief of Staff operates through influence rather than formal authority, helping align teams around shared priorities and ensuring follow-through on critical initiatives.

Given the company’s recent acquisitions and continued growth, the role requires the ability to build trust quickly across teams, functions, and operating cultures.

• 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

This is not an administrative coordinator role. This is a central leadership role at a pivotal moment.
We are growing rapidly, expanding margins, integrating companies, and positioned to redefine how patients access and pay for medications for the next generation.
For a high-agency, high-capacity leader who wants to build at scale — this is a career-defining inflection point.

The selected candidate will also 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.

Bain Capital will host EGL Summits several times each year, including at least one in-person event at Bain Capital's Boston headquarters. These gatherings are designed to spark idea exchange, sharpen skills, and deepen participants' understanding of private equity investing.

EGLs 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. In addition, EGL participants will be part of a wider community with the Business Transformation Partner (BTP) program of our North America Private Equity fund. Together, these programs create a connected, collaborative network of operators working toward shared goals.

The strongest EGL candidates are strategic and tactical problem solvers with a hands-on orientation. They know how to drive real operating change, create urgency, and bring others along with them. They are 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.

🌍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

Interra Health is an Equal Employment Opportunity/Affirmative Action employer and all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, national origin, protected veteran status, disability status, sexual orientation, gender identity or expression, marital status, genetic information, or any other characteristic protected by law.