Executive Assistant & Operations Lead

Location: South Burlington, VT |
Schedule: Full-Time |
Onsite Role (Hybrid Flexibility Over Time)

As the founder and woman owner of a fast-paced, growing real estate and property management LLC, I am seeking an Executive Assistant & Operations Lead to serve as my right-hand partner in South Burlington.

In this role, you will work as a direct report to me, bringing high-level structure, discipline, and execution to support my big-picture vision for growth. This is a key operational partnership responsible for managing client and tenant communications, building scalable organizational systems, and handling both business and executive lifestyle logistics. The ideal candidate is high-structure, detail-oriented, and firm—someone who takes pride in creating order out of chaos, loves crossing items off a task list, and wants to grow alongside me into a long-term Director of Operations as the business expands.

• Direct Executive Support: Work directly alongside the business owner to guard executive schedules, prioritize daily workflows, and ensure critical business goals stay on track.
• Client & Property Logistics: Oversee ongoing communication across long-term tenants, short-term guests, vendors, and real estate clients; assist with lease tracking, compliance, and late-fee policies.
• Systems & Software Operations: Manage daily workflows across core software platforms (
  Google Workspace, Hemlane, Lodgify, and KW Command
  ) and assist in building repeatable Standard Operating Procedures (SOPs).
• Executive & Lifestyle Support: Provide high-level administrative assistance spanning business operations and personal executive logistics, including local errands, personal vendor management, and travel coordination around Chittenden County.
• On-Site & Project Support: Coordinate property check-ins, oversee local vendor work, and assist with real estate development and management projects as assigned.

• High-structure mindset with exceptional organization, attention to detail, and a love for systems/checklists
• Clear, professional communication style with the ability to maintain firm boundaries with vendors, tenants, and team members
• Valid driver's license and reliable personal vehicle for local travel and errands in the Chittenden County area
• Ability to learn software platforms quickly (prior experience in real estate, property management, or administrative support is a plus, but not required)
• Comfortable working in a woman-owned, inclusive, and LGBTQIA+ affirming business environment

• Pay: $18.00 – $25.00/hour (commensurate with experience)
• Growth: Direct mentorship from the owner with a clear trajectory toward a Director of Operations role as the business expands.

The employer is an equal opportunity employer and is committed to fostering a workplace that is inclusive, LGBTQIA+ affirming, and free of discrimination.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, veteran status, or any other characteristic protected by law.

We encourage candidates from all backgrounds to apply.