Chief of Staff to CEO — AI-Driven Strategy & Ops

Confidential; New York (NY); On-site; USD 150,000 - 190,000; Full time

Job summary

Confidential healthcare technology company seeks a Chief of Staff to the CEO in the NYC or DC metro area. This is a strategic operator role, not administrative or calendar management, and it requires moving fast on ambiguous problems and delivering to closure.

You will own AI enablement for the executive office, executive communications, board materials, and strategic-initiative follow-through, while supporting M&A work with the CFO.

Qualifications

• Based in New York City or the DC metro area with ability to co-locate with the CEO several days a week.
• Moves fast on ambiguous problems and pushes work to closure without being managed step by step.
• Executive presence and ability to influence senior leaders in an CEO/leadership team environment.
• Practical AI literacy: has used AI tools to produce real work product, not just discussed AI strategy.
• Excellent written communication; able to produce executive-ready materials with minimal editing.
• Bachelor’s degree required; MBA or other advanced degree a plus, not required.

Responsibilities

• Own the board narrative and executive summaries, content plan, section ownership, numbers tie-out, and distribution ahead of board meetings.
• Maintain the canonical strategy document as the single source of truth and tailor it per audience.
• Set and run the executive cadence—agendas built from decisions needed, pre-reads circulated in advance, decisions published.
• Drive organizational discipline and follow-through on strategic initiatives; track commitments to closure.
• Audit CEO and CFO AI workflows; ensure data handling boundaries, regulatory constraints, and human review before board/stakeholders.
• Support M&A activity: maintain target landscape, prep for management meetings, coordinate diligence workstreams.
• Build and enforce an investment-case template with CFO, sizing, returns math, and annual capital allocation.

Skills

Executive presence

Strategic thinking

Hands-on execution

Influence senior leaders

Excellent written communication

AI literacy

Education

Bachelor's degree

MBA or advanced degree preferred

Job description

Confidential healthcare technology company seeks a Chief of Staff to the CEO in the NYC or DC metro area. This is a strategic operator role, not administrative or calendar management, and it requires moving fast on ambiguous problems and delivering to closure.

You will own AI enablement for the executive office, executive communications, board materials, and strategic-initiative follow-through, while supporting M&A work with the CFO.