Senior Executive Assistant

• Calendar and Scheduling: Manage a demanding executive calendar across multiple time zones, prioritize incoming requests, resolve scheduling conflicts independently, and protect dedicated focus time. Coordinate meetings, calls, and events with internal and external stakeholders, including any required IT and audiovisual arrangements.

• Prepare daily and weekly briefings, meeting agendas, attendee background information, and relevant materials to support effective decision-making.

• Travel Management: Organize domestic and international travel, including flights, accommodation, ground transportation, and detailed itineraries with confirmations, contacts, and contingency plans.

• Coordinate logistics across multiple residences and offices, manage travel documentation and memberships, and monitor trips in real time to respond quickly to unexpected changes.

• Expense and Financial Administration: Reconcile corporate and personal card transactions, prepare accurate expense reports, track invoices, vendor payments, memberships, and subscriptions, and maintain travel and event budgets.

• Liaise with finance, accounting, and other relevant teams to ensure timely processing, accurate records, and appropriate financial oversight.

• Executive Communications: Manage inbox activity by prioritizing messages, drafting responses, and identifying matters requiring attention. Prepare correspondence and represent the executive professionally and diplomatically.

• Coordinate with communications, public relations, and social media teams on announcements and appearances, while maintaining accurate contact records, gift logs, and relationship notes.

• Support ad hoc projects and administrative priorities, anticipating needs and resolving issues with minimal escalation.

Requirements:

• At least 5 years of executive assistant experience in the technology or finance sector, including a minimum of 3 years supporting a C-suite executive, founder, or high-net-worth principal.

• Bachelor's degree.

• Advanced proficiency in Google Workspace and/or Microsoft 365.

• Demonstrated expertise in complex calendar management across multiple time zones and extensive experience arranging domestic and international travel.

• Strong expense management capabilities and familiarity with tools such as Concur, Expensify, Navan, or Ramp.

• Exceptional written and verbal communication skills, including experience drafting professional correspondence.

• Proven discretion and sound judgment when handling highly confidential business, financial, and personal information.

• Strong aptitude for AI tools, including Claude and ChatGPT, is preferred.

• Experience preparing external communications and executive talking points is an advantage.

• Familiarity with travel coordination involving multiple residences is preferred.

• Excellent anticipation, prioritization, attention to detail, and problem-solving skills, with the ability to make independent decisions and recognize when escalation is appropriate.

• A calm, composed, and polished approach when working under pressure, managing last-minute changes, and interacting with senior stakeholders, VIPs, staff, and vendors.

• Flexibility to provide support outside standard working hours when travel schedules or urgent priorities require it.

Benefits:

• Base salary: $112,800–$141,000 USD, depending on qualifications, experience, location, and relevant market conditions.

• Additional compensation package that includes bonus and equity.

• Comprehensive medical, dental, and vision insurance.

• Matching 401(k) plan.

• Unlimited paid time off and paid holidays.

• Parental and adoption leave.

• Legal insurance.

• Home technology stipend.

• Work arrangement options include onsite, hybrid, or fully remote within the United States, with preferred locations in College Park, Maryland, or Chicago, Illinois.

• Travel requirements of up to 15%.

• Additional benefit plan details are provided during the offer process.