Head of Executive Operations, Trilogy (Remote) - $200,000/year USD jobs in United States
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Crossover · 2 days ago

Head of Executive Operations, Trilogy (Remote) - $200,000/year USD

Crossover is seeking a Head of Executive Operations to function as an essential extension of the founder's private office. The role involves managing the founder's inbox and calendar, collaborating with the Chief of Staff, and ensuring effective communication with high-profile external parties.

Information Technology & Services

Responsibilities

Take full ownership of the founder's inbox and calendar, making decisive triage decisions on high-volume external correspondence and requests
Collaborate with the Chief of Staff to synchronize scheduling, priorities, and meeting preparation with overarching strategic objectives
Draft, refine, and ghostwrite executive-level correspondence that conveys clarity, authority, and strategic intent
Act as the principal liaison for senior external parties, including CEOs, investors, advisors, and media representatives
Guarantee the founder is comprehensively briefed for meetings, interviews, and public engagements, with full context and reliable follow-through

Qualification

Executive-level communicationIndependent judgmentManaging high-profile calendarsDiscretion in sensitive environmentsSenior executivesCollaboration with Chief of StaffReputation managementWritten communication skills

Required

8–12+ years of experience supporting senior executives, founders, or ultra-high-net-worth principals
Direct responsibility for managing inboxes and calendars of high-profile individuals
Demonstrated experience handling external-facing, executive-level communications
Outstanding written communication skills—concise, confident, and commanding
Proven discretion in sensitive, confidential, and NDA-protected environments
Strong capacity for independent judgment and comfort acting decisively without ongoing supervision
U.S.-based and capable of maintaining high availability consistent with senior-executive schedules

Preferred

Background as an Executive Assistant, Executive Business Partner, or private office leader supporting a publicly visible CEO
Chief of Staff, family office, or private investment office experience
Professional exposure to finance, technology, media, or political environments where reputation and public perception are critical

Company

Crossover

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Crossover is a global recruitment company, founded in 2014.

Funding

Current Stage
Late Stage

Leadership Team

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Brad Weinert
COO
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Company data provided by crunchbase