Director of Executive Operations, Trilogy - $200,000/year USD

Director of Executive Operations, Trilogy - $200,000/year USD Join Trilogy as a Director of Executive Operations and become an operational powerhouse. You will be the strategic force multiplier that transforms how a top‑tier executive operates, creating seamless systems that eliminate friction and maximize impact. Picture this: transforming scattered thoughts into executive‑level presentations, orchestrating complex logistics without missing a beat, and building operational frameworks that run like clockwork. You’re not just supporting—you’re amplifying excellence. Step into the inner circle at Trilogy, where exceptional talent meets unlimited potential. Bureaucratic red tape doesn’t exist, and your ability to think strategically while executing flawlessly will be your greatest asset. You’ll work directly with leadership in an environment designed for peak performance. If you’ve mastered the art of making C‑suite executives more effective, streamlined operations for ultra‑high‑net‑worth individuals, or earned recognition for delivering the impossible with grace and precision, this opportunity awaits you. What You Will Be Doing Orchestrating sophisticated calendar management, correspondence, and travel arrangements with meticulous attention to detail. Transforming executive communications—converting voice recordings, rough drafts, and conceptual ideas into polished presentations and strategic documents. Architecting comprehensive operational frameworks for workflow management, vendor relationships, and seamless logistics coordination. Spearheading confidential initiatives across personal and professional spheres, ensuring flawless execution from conception to completion. Serving as the strategic liaison between the executive and key stakeholders including board members, investors, advisors, and family office personnel. What You Won’t Be Doing Operating as a reactive assistant—this position demands proactive thinking and autonomous decision‑making. Navigating traditional corporate hierarchies or administrative pools—you’ll be the sole point of accountability. Working through intermediaries or gatekeepers—direct executive access is standard. Wrestling with outdated processes or seeking endless approvals—you’ll have the authority to execute. Inheriting broken systems—you’ll be the architect of operational excellence. Director Of Executive Operations Key Responsibilities Serve as the operational backbone that amplifies executive effectiveness by designing, implementing, and managing comprehensive systems that optimize time allocation, streamline communications, and ensure flawless project delivery across all professional and personal initiatives. Basic Requirements 8–12+ years of elite‑level experience supporting C‑suite executives or ultra‑high‑net‑worth individuals in executive assistant, executive business partner, chief of staff, or premium consulting capacities. Superior written communication abilities with demonstrated expertise in crafting executive‑level correspondence across multiple formats and audiences. Track record of successfully orchestrating comprehensive workflow management for high‑profile principals encompassing both business and personal domains. Advanced proficiency with cutting‑edge productivity platforms including Google Workspace, Shortwave, Notion, Workflowy, and similar enterprise tools. Uncompromising discretion and integrity with extensive experience managing confidential information under strict non‑disclosure agreements. Austin‑based or willing to relocate immediately; consistent on‑site presence is essential. US work authorization without requirement for visa sponsorship. Nice‑to‑Have Requirements Background in family office or private office operational environments. Demonstrated experience managing events, property oversight, or complex vendor ecosystems. Strong financial acumen including budget management, invoice processing, and financial documentation oversight. Advanced research and analytical capabilities with proven ability to produce high‑caliber deliverables under tight deadlines. About Trilogy Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for three things: relentlessly seeking top talent, innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer‑facing designs. Our incubation of new businesses ranges from entirely new moon‑shot ideas to rearchitecting existing projects for today’s modern cloud‑based stack. Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds. There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you! Working with Us This is a full‑time (40 hours per week), long‑term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult for more details on this topic. #J-18808-Ljbffr Trilogy