Crossover · 16 hours ago
Head of Executive Operations, Trilogy (Remote) - $200,000/year USD
United States
Full-time
Remote
Senior Level, Lead/Staff
$200K/yr - $200K/yr
8+ years expCrossover is a company that specializes in software businesses and is seeking a Head of Executive Operations for Trilogy. This role involves acting as an essential extension of the founder's private office, managing high-priority engagements, and ensuring effective communication with senior 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
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
Crossover is a global recruitment company, founded in 2014.
5001-10000 employees
Funding
Current Stage
Late StageLeadership Team
Brad Weinert
COO
Recent News
2025-04-12
Geeky Gadgets
2025-01-24
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