Chief of Staff to CEO

Iterative Health•Cambridge, MA

6d•Hybrid

About The Position

Iterative Health is a healthcare technology and services company powering the acceleration of clinical research to transform patient outcomes. The Iterative Health Site Network is a premier network of 70+ clinical research sites across US and Europe accelerating the path to market for gastrointestinal (GI) and hepatology novel therapies. Our focus is on driving the success and growth of our partner sites by empowering them with tech-enabled services. By combining deep expertise in clinical trials with cutting-edge AI, we empower research teams and study sponsors to expand and expedite access to novel therapeutics for patients in need. About the Role The Chief of Staff (CoS) will work closely with the CEO, serving as a trusted advisor, gatekeeper, problem solver and strategic partner to develop and implement strategies that advance our mission. It is a fast-track role to become an Executive in the company, and you will be a member of the Executive Team. In this role you will have both internal and external-facing responsibilities, and will provide strategic oversight to operational and communication needs across the company. As the CoS, you will have to handle complex situations and multiple responsibilities simultaneously, mixing long term projects with the urgency of immediate demands. This role is a front seat to all the action in getting a startup off the ground and a terrific opportunity to leverage your broad visibility into the organization to identify challenges, develop solutions, and be an integral part of executing critical workflows. This is an ideal role for a top-performer who thrives at the intersection of strategy and execution, enjoys solving ambiguous problems, and wants accelerated exposure to executive-level decision making. This role is part of the Office of the CEO and will directly manage the current Strategy and Operations team. You'll be onboarding with the current Chief of Staff, and reporting to our CEO once ramped.

Requirements

6-8 years of experience in management consulting, strategy, business operations, or a comparable high-performance environment.
Strong business acumen with familiarity in healthcare, life sciences, digital health, or tech-enabled services
Proven ability to structure problems, build analytical frameworks, and generate concise, insight-rich recommendations
Exceptional project management skills: ability to run multiple initiatives, align stakeholders, and drive outcomes independently
Strong executive presence with the ability to earn trust quickly and communicate with clarity and influence
Experience thriving in fast-paced, high-growth, ambiguous environments
Willingness to be in our NYC or Cambridge office 2+ days per week
Willingness to travel ~15% for customer, partner, or conference engagement

Nice To Haves

Experience in health-tech, clinical research, or AI-driven healthcare solutions
Exposure to C-suite advising, board engagement, or executive-level decision support
Prior experience working inside a scaling startup or operator role

Responsibilities

Strategic Partnership to the CEO Serve as a trusted advisor and strategic thought partner, helping the CEO prioritize, sequence, and drive the company’s most critical decisions
Act as an extension of the CEO’s capacity - amplifying insight, synthesizing information, and ensuring the CEO’s time is leveraged for the highest-impact activities
Prepare executive communications, board narratives, leadership offsites, and strategic briefings.
Organizational Alignment & Operating Rhythm Own the company’s operating cadence, including Executive Team meetings, quarterly planning, reviews, and cross-functional forums
Ensure organizational alignment on priorities, metrics, and accountability frameworks
Drive clarity across teams by translating strategic goals into executable plans
Decision Support & Insight Generation Structure analyses that distill complex data into actionable insights for the CEO and leadership team.
Provide decision support for strategic opportunities, including market assessments, product expansion initiatives, partnership evaluation, or financial modelingIncrease the quality and speed of decision-making across the company through high-quality strategic research
Execution Leadership for Strategy and Operations function Lead and project manage multi-threaded, high-stakes company initiatives that span clinical operations, site network growth, product development, commercial strategy, and people operations.
Build frameworks, workflows, and playbooks that improve organizational performance and scale
Lead and manage the Strategy and Operations team (currently 1 direct report)
Internal and External Communications Support CEO communication with employees, the Board, investors, partners, and key customersEnsure information flows seamlessly across teams and that the CEO is prepared for all engagements