Chief of Staff

AKASA

Chief of Staff at AKASA, collaborating with executives to drive strategic initiatives. Leading operational projects and enhancing organizational effectiveness in healthcare AI.

Posted 6/2/2026full-timeNew York City • New York • 🇺🇸 United StatesLead💰 $200,000 - $240,000 per yearWebsite

About the role

Key responsibilities & impact

Serve as a thought partner and right hand to the COO and CEO — helping set priorities, structure decisions, and ensure the most important work moves forward with clarity and accountability
Lead high-priority strategic and operational initiatives from inception through execution, spanning multiple functions across the organization
Synthesize complex information — from market dynamics to internal performance data — into crisp analyses, decision memos, and executive-ready materials
Identify and remove organizational roadblocks, process bottlenecks, and cross-functional misalignments before they escalate
Act as a force multiplier for executive bandwidth: keep leadership focused on the highest-impact areas and ensure nothing critical falls through the cracks
Drive special projects. For example: competitive strategy, product bundling analysis, partnership evaluation, organizational design, and operational scaling
Represent the COO’s voice and priorities in meetings and workstreams across the company

Requirements

What you’ll need

7+ years of professional experience with a demonstrated track record of exceptional performance and rapid advancement
Deep strategic and analytical horsepower — ability to structure ambiguous problems, synthesize complexity, and develop crisp recommendations
Genuine passion for AI, with hands-on experience using AI tools extensively in your work; you’re not just AI-curious, you’re already operating differently because of it
Strong business acumen with working knowledge of healthcare — ideally healthcare provider operations, health IT, or healthcare AI
Extraordinary execution orientation: you don’t just advise, you get things done
Outstanding written and verbal communication; you can turn a half-formed idea into a polished memo without hand-holding
Proven ability to influence cross-functionally without direct authority and build trust quickly at all levels.

Benefits

Comp & perks

Flexible paid time off (PTO)
Expansive coverage for health, dental, and vision
Employer contribution to Health Savings Accounts (HSA)
Generous parental leave policy
Full employee coverage for life insurance
Home office stipend
Cell phone/internet reimbursement
Commuting benefits
Company-paid holidays
401(K) plan

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

strategic analysisoperational initiativesdata synthesisdecision-makingproject managementcompetitive strategyorganizational designprocess improvementAI toolshealthcare operations

Soft Skills

leadershipcommunicationinfluenceproblem-solvingexecution orientationaccountabilitytrust-buildinganalytical thinkingprioritizationcollaboration