Chief of Staff (CoS) and AI

Confidential Washington, DC Open
Confidential is looking for Chief of Staff (CoS) and AI in Washington, DC.
This local job opportunity with ID 3641903547 is live since 2026-04-18 07:40:53.

Chief of Staff (CoS) and AI

About the Company

Fast-growing D2C digital marketplace

Industry
Retail

Type
Privately Held

About the Role

The Company is seeking a Chief of Staff to the CEO, with a focus on AI and a strong background in fast-scaling SMBs. The successful candidate will be responsible for translating the CEO and Board's vision into actionable plans, driving cross-functional initiatives, and preparing the CEO for various high-stakes engagements. This role requires a trusted partner who can also serve as a gatekeeper, sounding board, and execution lead for the CEO's most sensitive priorities. The ideal candidate will be AI-native, tech-savvy, and have experience with tools like ChatGPT and similar, as the business aims to become AI-first where appropriate. Core responsibilities for the Chief of Staff include leading high-impact special projects, running executive and SLT meetings, and acting as a communication bridge across the executive team. The role demands a professional with 7-12+ years of experience supporting CEOs or Founders, particularly in the D2C, eCommerce, or digital marketplace sectors. The candidate should have a strong understanding of these industries, board-level confidence, and a passion for areas such as sport, health, wellness, fitness, or biohacking, which could be a good cultural fit. Day-to-day tasks involve tracking priorities, metrics, and accountability, drafting CEO communications, and resolving cross-functional blockers. The Chief of Staff will also be expected to own CEO-only initiatives and proactively manage risks.

Hiring Manager Title
Chief Executive Officer (CEO)

Travel Percent
Less than 10%

Functions

  • CEO/President
  • Operations
  • Strategy
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Required Skills

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