Executive Assistant

Salary:
$65,000 – $78,000 + Benefits
• Medical, Dental, Vision (50% employer-paid for employee)
• 401(k) with up to 5% match
• PTO
• Short-term & long-term disability
• Life insurance

Job Summary:
We are seeking a highly organized, proactive Executive & Personal Assistant to support a dynamic executive and family across business operations, household management, rental properties, travel, and personal priorities.

This role requires someone who thrives in a fast-paced environment, anticipates needs before they arise, and can seamlessly manage multiple responsibilities with discretion and efficiency. The ideal candidate is resourceful, detail-oriented, and able to bring structure to a constantly evolving workload.

Job Responsibilities:

Executive & Business Support
• Manage and protect executive calendar; prioritize and adjust schedules proactively
• Handle communications, meeting prep, agendas, and follow-ups
• Support operational projects across multiple business entities
• Track invoices, expenses, payables, and recurring obligations
• Provide light bookkeeping support (QuickBooks/Acumatica preferred)
• Coordinate with vendors, partners, and community organizations
• Assist with philanthropic and community initiatives
• Prepare presentations, reports, and executive communications

Household & Family Management
• Oversee day-to-day household operations and vendors (maintenance, cleaning, landscaping)
• Coordinate deliveries, returns, and home service appointments
• Run errands, including shopping and organization projects
• Maintain household calendar and assist with scheduling needs
• Support spouse with task management and project follow-through
• Provide daily updates and next-day planning
• Assist with event planning and community involvement

Family & Child Support
• Source and manage tutors (immediate focus on math tutoring)
• Support school logistics, scheduling, and academic planning
• Assist with college pre,p including applications and deadlines
• Maintain confidentiality and professionalism at all times

Rental Property Management
• Manage tenant communication and coordinate maintenance/repairs
• Track leases, renewals, utilities, and key dates
• Oversee vendors and ensure timely completion of work
• Monitor expenses, receipts, and property-related items
• Handle special situations (HOA notices, tickets, etc.)
• Assist with ongoing property reporting and organization

Equestrian & Animal Support
• Track equestrian-related expenses and records
• Coordinate vendors, trainers, vet/farrier appointments, and events
• Assist with animal purchases, leases, and equipment needs
• Provide light oversight for animals at home as needed

Travel & Logistics
• Coordinate domestic and international travel
• Book flights, accommodations, transportation, and activities
• Manage last-minute changes efficiently
• Ensure cost-effective, high-quality travel planning
• Provide remote support while the executive/family is traveling

Qualifications:
• 5+ years of experience in Executive Assistant, Personal Assistant, or similar role
• Strong organizational and multitasking abilities
• Proactive, solutions-oriented mindset
• High level of discretion and professionalism
• Experience managing complex calendars and competing priorities
• Familiarity with QuickBooks, Acumatica, or similar systems preferred
• Excellent communication and follow-through skills
• Comfortable managing both professional and personal responsibilities
• Ability to work independently and adapt in a fast-changing environment

About the Company:
We are a fast-moving, multi-faceted organization supporting business operations, real estate holdings, and personal ventures. The environment is dynamic and entrepreneurial, offering the opportunity to work closely with leadership and make a meaningful impact across multiple areas of the business and household.