Executive & Personal Assistant to the CEO

Job Description

Job Description

Executive & Personal Assistant to the CEO

Outdoor Living Southeast | Valdosta, GA | Full-Time, In Person

Outdoor Living Southeast is seeking an exceptionally organized, proactive Executive & Personal Assistant to support our owner and CEO across business and selected personal responsibilities.

We are a growing landscape and outdoor living company headquartered in Valdosta, with branches in Georgia and Florida. Our purpose is “We Change Lives,” and our core values guide how we work: Coachable, Unity, Professionalism, Integrity, Drive, and Do Everything with Love.

This role helps the CEO stay focused on leading the company by taking ownership of scheduling, communication, logistics, and follow-through. We’re looking for someone who can receive a request, clarify what’s needed, coordinate the details, and see it through to completion.

Key Responsibilities:

Calendar & Communication

• Manage the CEO’s business and personal calendar, including meetings, appointments, travel, and family commitments.

• Serve as the primary contact for scheduling requests, evaluate priorities, and prevent avoidable conflicts.

• Build in time for preparation, travel, and focused work.

• Organize the CEO’s inbox, identify urgent messages, draft responses, and communicate within approved guidelines.

• Screen calls and requests professionally, handling routine matters independently when authorized.

Meetings, Priorities & Follow-Through

• Prepare meeting agendas, documents, and supporting materials.

• Capture decisions, action items, responsible parties, and deadlines.

• Follow up with leadership team members, vendors, and other contacts to keep commitments moving.

• Maintain a clear task tracker for delegated responsibilities and ongoing projects.

• Prepare brief daily updates on priorities, upcoming commitments, and decisions needing attention.

• Identify delays or obstacles early and bring forward possible solutions.

Business & Personal Coordination

• Coordinate paperwork, records, signatures, and deadlines for business projects and transactions.

• Prepare documents, reports, and presentations, and maintain organized files.

• Arrange business and family travel, reservations, itineraries, and schedule changes.

• Coordinate vendors, printing, pickups, deliveries, and other practical errands.

• Assist with selected family responsibilities, household vendors, gifts, and personal appointments.

• Develop checklists and document recurring tasks to make future work more efficient.

What We’re Looking For:

You are dependable, discreet, and comfortable taking initiative. You enjoy organizing details and completing the work. You can move from preparing a meeting agenda to handling an errand with the same care and professionalism.

You should bring:

• A reliable system for managing tasks, deadlines, and follow-up.

• Strong writing, communication, and attention to detail.

• Sound judgment and respect for confidential information.

• Confidence to ask clear questions, communicate boundaries respectfully, and remind others of commitments.

• The ability to manage changing priorities calmly.

• Comfort with Microsoft 365, Teams, calendars, spreadsheets, and learning new software.

Executive support, project coordination, office management, or comparable experience is helpful. A specific degree is not required. We are willing to train someone with demonstrated organizational ability, initiative, and strong judgment.

Schedule & Location

This position is entirely in person in Valdosta, Georgia. Regular hours are Monday–Friday, 7:00 a.m.–4:00 p.m. Additional availability is required during CEO travel, with coverage expectations established before each trip.

How to Apply

Submit your résumé and a brief response describing how you manage competing deadlines, along with an example of a responsibility you handled from request through completion without repeated reminders.

Outdoor Living Southeast is an equal opportunity employer.