Chief of Staff - CEO

Iterative Health • New York, NY

2d • $230,000 - $270,000 • Hybrid

About The Position

The Chief of Staff will serve as a trusted advisor, strategic partner, and problem solver to the CEO, helping shape and execute strategies that advance Iterative Health’s mission and drive business impact. As a member of the Executive Team, the role offers exposure to executive-level decision-making and the opportunity to grow toward an executive leadership position. The Chief of Staff will lead high-impact, cross-functional initiatives and drive alignment across company operations, communications, and strategic business priorities.

Success requires navigating complex situations, managing competing priorities, and balancing long-term strategic initiatives with immediate business needs. The role has broad organizational visibility and is responsible for identifying challenges, developing actionable solutions, and driving execution. Responsibilities and areas of focus may evolve with business needs and in coordination with other Chiefs of Staff.

The role is based in a hybrid work environment, with in-office collaboration at least two days per week in either the New York City or Cambridge office, and approximately 15% travel for customer, partner, or conference engagements.

Requirements

• 6–8 years of experience in management consulting, strategy, business operations, or a comparable high-performance environment.
• Strong business acumen.
• Ability to structure problems, build analytical frameworks, and produce concise, insight-rich recommendations.
• Exceptional project management skills, including the ability to run multiple initiatives, align stakeholders, and drive outcomes independently.
• Strong executive presence and the ability to earn trust quickly and communicate clearly and persuasively.
• Experience thriving in fast-paced, high-growth, ambiguous environments.
• Willingness to work from the New York City or Cambridge office at least two days per week.
• Willingness to travel approximately 15% for customer, partner, or conference engagements.

Nice To Haves

• Familiarity with healthcare, life sciences, digital health, or tech-enabled services.
• Experience in health technology, clinical research, or AI-driven healthcare solutions.
• Experience in external-facing roles representing a company and building trusted relationships with investors, strategic partners, and customers.
• Exposure to C-suite advising, Board engagement, or executive-level decision support.
• Prior experience at partner level in management consulting, in an operator role, or at a high-growth startup scaling its operations and business.
• Experience leading or developing a small team.

Responsibilities

• Serve as a trusted advisor and strategic thought partner to the CEO, helping prioritize, sequence, and execute critical decisions and initiatives.
• Synthesize information, anticipate challenges, and help the CEO focus on high-impact opportunities.
• Develop executive communications, Board narratives, leadership offsites, and strategic briefings.
• Support the CEO’s engagement with employees, Board members, investors, partners, and key customers through clear messaging, alignment, and preparation.
• Translate company strategy into actionable plans, aligning teams on priorities, success metrics, timelines, and accountability.
• Drive clarity and coordination across the organization to accelerate execution against business objectives.
• Lead and project manage complex, high-impact initiatives across functions including clinical operations, site network growth, product development, commercial strategy, and people operations.
• Drive collaboration, resolve dependencies, and maintain momentum across workstreams.
• Structure complex analyses and conduct strategic research, turning business, market, and operational data into actionable insights.
• Provide decision support for strategic opportunities, including market assessments, product expansion, partnership evaluations, and financial modeling.
• Identify opportunities to improve organizational effectiveness, streamline workflows, and strengthen operating processes.
• Develop frameworks, workflows, and playbooks to promote accountability, improve performance, and support growth and scale.
• Ensure information flows across teams and leadership, identify gaps and risks, and facilitate timely decisions.
• Establish the structure and coordination needed to keep the CEO and leadership team informed, aligned, and prepared for emerging business needs.
• Adapt to changing priorities, shifting between strategic initiatives, hands-on operational execution, and emerging business needs.
• Perform related responsibilities as requested.

Benefits

• Comprehensive medical, dental, and vision coverage, with up to 80% of premiums covered by Iterative Health.
• Mental health and wellness support through Spring Health.
• Health HSA or FSA options and employer-supported commuter FSA contributions.
• Unlimited PTO, 12 company holidays, and a company-wide shutdown between Christmas and New Year’s.
• 401(k) program with a company match of up to 3% (up to $3,000 annually).
• Weekly in-office lunch benefit every Tuesday.
• 100% company-paid short-term and long-term disability coverage.
• Annual wellness and professional development stipend.
• Hybrid work environment with in-office collaboration two days per week.

What This Job Offers

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