Private Office Director, Trilogy; Remote

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

We’re looking for a strategic executive partner who can manage the founder’s time, influence, and reputation, delivering exceptional results without the need for direct supervision.

$100.00/hr – $100.00/hr (equivalent to $200,000/year assuming 40 hours per week)

• Take full ownership of the founder’s inbox and calendar, filtering high‑volume external communications with authoritative judgment.
• Collaborate with the Chief of Staff to synchronize scheduling, priorities, and strategic preparation.
• Compose, refine, and ghostwrite executive communications that convey clarity, command, and purpose.
• Act as the central liaison for senior external parties, including CEOs, investors, advisors, and members of the press.
• Guarantee that the founder enters every meeting, interview, and public engagement fully briefed, with comprehensive context and accountability for follow‑up.

• Await detailed instructions or regular sign‑off for routine actions.
• Function as a reactive scheduler without strategic context or discretion.
• Escalate every choice to senior leadership.
• Interpret “remote work” as a license for reduced rigor or responsiveness.
• Deliver work that lacks precision, professionalism, or closure.

Safeguard and enhance the founder’s impact by applying independent judgment to time allocation, external access, and high‑level correspondence.

• 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.

• Experience as an Executive Assistant, Executive Business Partner, or private office lead to a publicly visible CEO.
• Chief of Staff, family office, or private investment office background.
• Experience in finance, tech, media, or politics where reputation and optics matter.

Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for relentlessly seeking top talent, innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer‑facing designs. Trilogy is a place where great people thrive, and careers grow leaps and bounds.

This is a full‑time (40 hours per week) long‑term position and is immediately available. The role requires entering into an independent contractor agreement with Crossover as a Contractor of Record. Compensation is $100 USD/hour, equating to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. Payment is weekly. Consult  for more details. Crossover Job Code: LJ-5659-US-Rocheste-Private

Office

D.

Director

Full‑time

Administrative, Management, and Engineering

Executive Offices, Financial Services, and Business Consulting and Services