We’re looking for a highly organized, proactive Administrative Assistant to support two business owners managing multiple ventures across real estate, hospitality, a marketing agency, and several nonprofit organizations . This role is ideal for someone who enjoys bringing structure, organization, and efficiency to fast-moving businesses. You’ll help coordinate projects, assist with financial administration, support operations, and handle day-to-day logistics so the business owners can stay focused on high-impact work. This position includes a mix of executive support, operational coordination, bookkeeping assistance, property support, office management, and occasional errands. If you love solving problems, staying organized, and helping businesses run smoothly, we’d love to hear from you. RESPONSIBILITIES Executive Support
Manage calendars, scheduling, and meeting coordination for two business owners
Organize email inboxes and assist with communication and follow-ups
Prepare documents, reports, and presentations as needed
Coordinate travel arrangements and itineraries
Track action items and ensure follow-ups across projects
Business Operations Support
Assist with administrative tasks across several ventures including real estate, hospitality, marketing, and nonprofit initiatives
Coordinate with team members, vendors, partners, and clients
Help manage project timelines and operational priorities
Conduct research and assist with event or project coordination
Real Estate + Property Management Support
Provide light property management assistance for real estate holdings
Help coordinate maintenance requests and vendor scheduling
Communicate with tenants when needed and track follow-ups
Assist with property-related paperwork, leases, and documentation
Maintain organized records related to properties, repairs, and vendors
Financial + Bookkeeping Support
Assist with bill pay and expense tracking across multiple businesses
Provide QuickBooks support , including organizing transactions and maintaining records
Help onboard and pay 1099 contractors and vendors
Track invoices and ensure proper documentation
Maintain organized financial records and paperwork
Assist with gathering documents for accountants and tax preparation
Office Management
Help maintain organization and functionality of the office space
Restock office supplies, snacks, and materials as needed
Coordinate or manage office cleaning and upkeep
Ensure the workspace remains organized, presentable, and ready for meetings
Nonprofit Association Management Support
Assist with event planning and coordination for nonprofit programs, meetings, and community events
Help manage event logistics including scheduling, vendor coordination, materials preparation, and day-of support
Assist with member and stakeholder communications , including email updates and meeting coordination
Support basic association management tasks such as maintaining member records, tracking renewals, and organizing documentation
Coordinate with volunteers, partners, and vendors to ensure smooth event execution
Help maintain organized records related to nonprofit operations, meetings, and compliance requirements
Personal + Logistics Support
Manage scheduling for personal appointments and family calendars when needed
Coordinate travel planning for business and personal trips
Help organize household or service appointments
Run occasional business and personal errands (bank deposits, supply pickups, document delivery, etc.)
Support day-to-day logistics that help the business owners operate efficiently
Qualifications
Prior experience as an Executive Assistant, Personal Assistant, Operations Coordinator, Administrative Assistant, or Property Management Assistant
Strong organizational and time management skills
Excellent communication and follow-up abilities
Ability to manage multiple priorities across different businesses
High level of discretion and professionalism
Familiarity with QuickBooks, Google Workspace, and project management tools preferred
Proactive problem-solver who takes initiative
Position Details
Pay: $20/hour
Type: Part-time 1099 contractor position
Location: Hybrid in Richmond, VA and remote
Flexible schedule depending on workload and priorities
Opportunity to work closely with business owners across several growing ventures
Occasional in-person errands and local logistics will be required
Who This Role is Perfect For Someone who:
Loves organizing systems and keeping things running smoothly
Enjoys supporting entrepreneurs and growing businesses
Is reliable, detail-oriented, and proactive
Thrives in a dynamic environment where no two days are the same
📩 To Apply: Please send your resume and a brief introduction explaining why you’re interested in this role to Natalie McNamara.