Director of Executive Operations
$200,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Not accepting applications on crossover.com at this time.

Description

This is not an administrative position.

It is a senior executive partnership role designed for someone who comprehends how time, credibility, and gatekeeping function at the executive tier—and who can deliver with precision without direct supervision.

You will function as a strategic extension of the founder's private office, collaborating closely with the Chief of Staff. Your mission is straightforward yet rigorous: guarantee that every external touchpoint involving the founder—correspondence, engagements, media interactions, or public commitments—is purposeful, thoroughly prepared, and managed with sound judgment. This position demands autonomous decision-making, sharp instincts, and the ability to act decisively without requiring continual affirmation.

The role is entirely remote, yet not detached. You will be integrally connected to the founder's operational cadence, managing critical inbound communications, safeguarding focus, and ensuring only the most strategic conversations occur at optimal moments. If your background includes supporting a high-profile CEO, investment fund principal, or ultra-high-net-worth individual—and you discern which engagements drive impact versus distraction—this opportunity will resonate. If you require physical proximity, granular instruction, or frequent validation, it will not align.

This position exists to safeguard the founder's most critical resources: time and reputation. If you can operate at this caliber with accuracy, confidentiality, and professionalism—particularly from a distributed environment—we are interested in speaking with you.

What you will be doing

  • Take full ownership of the founder's inbox and calendar, applying decisive judgment to triage substantial external inbound volume.
  • Collaborate with the Chief of Staff to synchronize scheduling, strategic priorities, and meeting preparation across objectives.
  • Compose, refine, and ghostwrite executive communications that convey precision, authority, and strategic intent.
  • Act as the principal liaison for high-level external parties, including CEOs, investors, advisors, and media representatives.
  • Guarantee the founder enters every meeting, interview, and public engagement fully briefed, with comprehensive context and structured follow-up.

What you will NOT be doing

  • Awaiting detailed directives or continuous sign-off.
  • Functioning as a passive scheduling coordinator devoid of strategic judgment or situational awareness.
  • Escalating every decision upward without applying independent discernment.
  • Interpreting "remote" as diminished accountability or reduced performance expectations.
  • Executing work without refinement, rigor, or dependable follow-through.

Key responsibilities

Safeguard and enhance the founder's impact by applying autonomous judgment over time allocation, access control, and external-facing communications.

Candidate requirements

  • 8–12+ years of experience supporting senior executives, founders, or UHNW principals.
  • Direct ownership of inboxes and calendars for high-profile individuals.
  • Proven experience managing external-facing, executive-level communications.
  • Exceptional written communication—concise, confident, and authoritative.
  • Demonstrated discretion in sensitive, NDA-bound environments.
  • Strong independent judgment and comfort making decisions without constant oversight.
  • U.S.-based and able to operate with high availability aligned to senior-executive rhythms.

Nice to have

  • Background as an Executive Assistant, Executive Business Partner, or private office lead supporting a publicly visible CEO.
  • Chief of Staff, family office, or private investment office experience.
  • Professional exposure to finance, tech, media, or political environments where reputation and perception are paramount.

Meet a successful candidate

Watch Interview
Aleks Natchkebia
Aleks  |  Strategic Analyst
Georgia

Where do you work when your most productive time is at 3am? This night owl uses a flexible remote job to unlock career-defining performance ...

Meet Aleks

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Cognitive 
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Prove real-world 
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job skills.

Interview with the hiring manager.
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Accept job offer.
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