Chief of Staff - CEO

The role

The Chief of Staff serves as a strategic partner and advisor to the CEO. This person will lead cross-functional initiatives and drive alignment across company operations, communications, and strategic business priorities.

What you will do

• Serve as a trusted advisor and strategic thought partner to the CEO
• Develop executive communications, Board narratives, leadership offsites, and strategic briefings
• Support the CEO's engagement with employees, Board members, investors, partners, and key customers
• Translate company strategy into actionable plans
• Drive clarity and coordination across the organization
• Lead and project manage high-impact, complex initiatives
• Drive collaboration and resolve dependencies across workstreams
• Structure complex analyses and conduct strategic research
• Provide decision support for strategic opportunities
• Identify opportunities to improve organizational effectiveness and workflows

Required qualifications

• 6–8 years of experience in management consulting, strategy, business operations, or a comparable high-performance environment
• Strong business acumen
• Proven ability to structure problems, build analytical frameworks, and generate concise, insight-rich recommendations
• Exceptional project management skills
• Strong executive presence
• Experience thriving in fast-paced, high-growth, ambiguous environments
• Willingness to work from our NYC or Cambridge office 2+ days per week
• Willingness to travel approximately 15% for customer, partner, or conference engagements

Nice to have

• Familiarity in healthcare, life sciences, digital health, or tech-enabled services
• Experience in health-tech, clinical research, or AI-driven healthcare solution
• Experience in external-facing roles
• Exposure to C-suite advising, board engagement, or executive-level decision support
• candidate or scaling startup or in an operator role
• Prior experience at a partner level in management consulting, in an operator role, or within a high-growth startup scaling its operations and business
• Experience leading or developing a small team

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
• Commuter FSA contributions supported by Iterative Health
• Unlimited PTO
• 12 company holidays
• Company-wide shutdown between Christmas and New Years
• 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

About the company

Iterative Health is a healthcare technology and services company powering the acceleration of clinical research to transform patient outcomes. The company is headquartered in Cambridge, Massachusetts, and New York City with 250+ employees world-wide.