Chief of Staff

AKASA•New York, NY

7d•$200,000 - $240,000•Hybrid

About The Position

AKASA is looking for an exceptional Chief of Staff to report directly to the COO and serve as a strategic partner and force multiplier to the broader executive leadership team. This is a highly visible, high-impact role that sits at the intersection of strategy, operations, and execution. You will work directly alongside the COO and CEO on the company’s most consequential priorities, helping translate vision into aligned action across a fast-moving organization. We’re looking for someone with serious horsepower — sharp strategic thinking, strong business acumen, and the drive to move mountains. You should be deeply passionate about AI: already using it extensively in your day-to-day work and eager to help drive AKASA’s continued evolution toward truly AI-native operations. The ideal candidate is on a COO or similar strategy leadership trajectory, and wants to accelerate that path by operating at the center of a high-growth AI company transforming one of the largest industries in the world. This role is based in New York or San Francisco.

Requirements

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

Nice To Haves

4–6 years in healthcare-focused investment banking, private equity or consulting, ideally followed by an operating role
MBA from a top-tier program with 2–5 years of post-MBA operating experience
Fast progression at a leading technology company (Anthropic, OpenAI, Google, Meta, Amazon, or similar) with ambitions to step into a COO or similar role
Current or recent COO, CEO, or founder of an early-stage AI or technology company looking for a larger stage

Responsibilities

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