← all jobs

Chief of Staff – Executive Assistant, AI

Work from home Full-time role Hiring

Job Description:

  • Translate CEO/Board vision into clear company priorities, OKRs, and execution plans.
  • Drive cross-functional initiatives, process improvements, and systems that support growth.
  • Prepare CEO for board, investor, and client engagements; manage executive meetings and follow-ups.
  • Provide research, data, and analysis to inform strategic decisions.
  • Act as liaison between CEO, leadership team, and wider organization.
  • Lead high-impact initiatives (new market entry, acquisitions, organizational scaling).
  • Run and facilitate executive leadership meetings, ensuring follow-through.
  • Track key metrics, projects, and accountability against company goals.
  • Draft CEO communications (internal and external).
  • Coordinate investor and board materials.
  • Identify bottlenecks and resolve cross-departmental issues.
  • Drive “CEO-only” projects to completion without constant oversight.
  • Serve as an early warning system for risks or gaps in execution.

Requirements:

  • 7–12+ years’ experience supporting CEOs/Founders in entrepreneurial, fast-scaling small and medium size, award winning companies
  • Worked for a 100-300 staff company during their growth curve ideally twice, for 3-5+ years (candidates)
  • Comfortable managing and facilitating executive director board-level meetings, notes, materials, investors, VVIPs, and confidential projects, while also handling calendar, travel
  • Deep business understanding of D2C/eCommerce/digital marketing/digital marketplace models/online training courses/digital coaching apps
  • Passionate about one or more sports, health, wellness, fitness, supplements, at an advanced level like a biohacker.

Benefits: Apply To this Job

More open positions

SVP Chief of Staff - Head of Strategy

Work from home Full-time role

Chief of Staff - Growth

Work from home Full-time role

Chief of Staff, Strategic Initiatives

Work from home Full-time role

Chief of Staff – Product (m/f/d)

Work from home Full-time role

Chief of Staff, Data

Work from home Full-time role

Online Adjunct Faculty and Subject Matter Experts

Work from home Full-time role

Prior Authorization Specialist I - Patient Access Services

Work from home Full-time role

Remote Customer Service Representative - Elevate the Flying Experience with careerzynith

Work from home Full-time role

Remote Data Entry Specialist – Entry-Level Work‑From‑Home Position with Full Training & Growth Opportunities at careerzynith

Work from home Full-time role

UI/UX Designer/Developer :: Remote :: Contract (W2)

Work from home Full-time role

Remote Itinerary Coordinator

Work from home Full-time role

Test and Evaluation Laboratory Technician (Associate or Experienced)

Work from home Full-time role

Director of Product Management - Infrastructure & Enablement

Work from home Full-time role

Entry Level Virtual Assistant – Social Media (N...

Work from home Full-time role

Customer Service Senior Representative, Patient Scheduling - Accredo- Remote

Work from home Full-time role

VP of Operations, Software & Product

Work from home Full-time role

AI Learning Designer / Instructional Designer - 100% Remote (TOR, ON)

Work from home Full-time role

Remote Sales

Work from home Full-time role

Insurance Operations Coordinator

Work from home Full-time role

HubSpot CRM Manager

Work from home Full-time role

Senior AI Engineer I - Agentic AI

Work from home Full-time role