Private Office Director, Trilogy; Remote

Private Office Director, Trilogy (Remote) - $200,000/year USD

This is a fully qualified, remote executive partner role for someone who can manage time, influence, and access for Trilogy’s founder.

• Own and triage the founder’s inbox and calendar.
• Coordinate scheduling with the Chief of Staff, align priorities, and prepare meetings.
• Compose, refine, and ghostwrite executive communications.
• Serve as the principal liaison for high‑level external stakeholders.
• Ensure the founder enters every engagement fully briefed with context and follow‑up.

• Wait for detailed instructions for routine actions.
• Act as a passive calendar coordinator without judgment.
• Escalate every decision for higher-level review.
• Treat remote as reduced accountability.
• Perform duties without rigor and precision.

• Safeguard and enhance the founder’s impact by applying independent judgment to manage time, access, and external communications.

• 8–12+ years supporting senior executives, founders, or UHNW principals.
• Proven ownership of high‑profile inboxes and calendars.
• Experience managing executive‑level external communications.
• Excellent written communication—concise, confident, authoritative.
• Discretion in NDA‑bound environments.
• Strong autonomous judgment and decision making.
• U.S.
  
  -based with ability to maintain high availability.

• Background as an Executive Assistant, Executive Business Partner, or private office lead for a publicly visible CEO.
• Chief of Staff, family office, or private investment office experience.
• Exposure to finance, tech, media, or politics where reputation matters.

Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has focused on talent, innovation, and incubating new businesses.

This full‑time (40 hours per week) long‑term position is immediately available and requires a contractor agreement with Crossover as a Contractor of Record. Compensation is $100 USD/hour, equating to $200,000 USD/year.