SR Executive Assistant/Chief of Staff

Senior Executive Assistant / Chief of Staff to Founders Beverly Hills, CA (In Office Daily) Full Time | Primarily office based with occasional Friday remote work from a home office or while accompanying one of the Principals. Compensation: Up to $250,000+, commensurate with experience, plus comprehensive benefits and a discretionary bonus. We are seeking an exceptional Senior Executive Assistant / Chief of Staff to support two dynamic entrepreneurs, a married couple with an extensive portfolio of six to seven businesses spanning multiple industries. This is a highly visible, trusted role for someone who thrives at the center of fast-moving organizations and naturally serves as the operational hub that keeps everything and everyone aligned. This is far more than traditional executive support. You will act as true "ground control," ensuring seamless coordination across the Principals' professional and personal lives while partnering closely with long-tenured team members who have been with the organization for more than 15 years. You will serve as the central point of communication between the Principals, leadership teams, advisors, and external stakeholders, ensuring priorities are aligned, deadlines are met, and every moving piece is accounted for. This is an exceptional opportunity to work alongside highly successful entrepreneurs, gain exposure to multiple industries and sophisticated business operations, and become an invaluable strategic partner. While the scope is broad and highly impactful, this role will always remain rooted in Executive Assistant and Chief of Staff responsibilities. Key Responsibilities Serve as the primary strategic partner and operational point person for both Principals. Own complex, ever-changing calendars, ensuring priorities are aligned and schedules maximize efficiency. Coordinate closely with a dedicated travel concierge to manage sophisticated domestic and international travel logistics, itineraries, and last‑minute changes. Act as the liaison between the Principals and internal leadership, external partners, advisors, vendors, and key stakeholders. Maintain regular communication across six to seven operating businesses, proactively checking in with leadership teams to monitor progress, identify roadblocks, and ensure key initiatives remain on schedule. Track deliverables, timelines, action items, and follow‑through to ensure projects continue moving forward without requiring direction from the Principals. Work collaboratively with an established, long‑tenured team, fostering strong relationships while integrating seamlessly into the organization. Prepare meeting agendas, briefing materials, executive summaries, and follow‑up notes. Manage confidential information with the highest level of discretion and professionalism. Anticipate needs, solve problems proactively, and continually improve systems and processes. Exercise sound judgment and confidently make decisions on behalf of the Principals when appropriate, always knowing when to take initiative and when to elevate. Assist with special projects and other high‑priority initiatives as needed. Qualifications Ten or more years of experience supporting C‑Suite executives, founders, family offices, or ultra‑high‑net‑worth individuals in a Senior Executive Assistant, Executive Business Partner, or Chief of Staff capacity. Proven experience supporting multiple executives with exceptionally complex calendars and competing priorities. Experience working within founder‑led, entrepreneurial organizations overseeing multiple businesses. Outstanding organizational and project management skills with exceptional attention to detail. Strong executive presence with exceptional written and verbal communication skills. Highly polished, professional, and confident, with impeccable presentation and executive presence. Naturally fashion‑forward, with the sophistication and polish to represent the Principals and organization in any setting. Dynamic, energetic, and solutions‑oriented, with exceptional critical thinking and problem‑solving abilities. Demonstrated ability to successfully manage multiple priorities simultaneously while maintaining accuracy, organization, and follow‑through. Remains calm, composed, and resourceful under pressure while confidently navigating changing priorities and demanding situations. Exercises exceptional judgment and is confident making decisions on behalf of the Principals, always knowing when to act independently and when to seek guidance. High emotional intelligence with the ability to build trusted relationships across all levels of an organization. A proactive, resourceful mindset with the ability to anticipate needs and stay several steps ahead. Advanced proficiency with Asana, Monday.com, Slack, Google Workspace, Microsoft Office, and AI productivity tools, including ChatGPT and emerging technologies. Embraces technology and enjoys leveraging AI and automation tools to improve efficiency, organization, and productivity. Impeccable judgment, discretion, integrity, and follow‑through. Collaborative, approachable, service‑oriented, and genuinely enjoys being the person others rely on to get things done. Possesses an authentic sense of humor, humility, and a positive attitude, while maintaining the highest level of professionalism and discretion. #J-18808-Ljbffr The Grapevine Agency