Demo

Executive Personal Assistant

The Rabbit Hole VR
Nolensville, TN Full Time
POSTED ON 4/14/2026
AVAILABLE BEFORE 6/11/2026

Job Title: Executive Personal Assistant

Location: Nashville, TN (hybrid: local errands remote work)
Type: Part-time (Retainer-Based)

Overview
We are seeking a highly reliable, detail-oriented Executive Personal Assistant to support a small but fast-moving business owner. This role blends personal assistance, administrative coordination, and light business operations support. The ideal candidate is proactive, organized, and capable of handling a wide range of tasks with minimal oversight.

This is a retainer-based role, designed for someone who can provide consistent, flexible support week-to-week rather than working a fixed hourly schedule.

Key Responsibilities

Personal & Errand Support

  • Run local errands (post office, package drop-offs, returns, supply pickups)
  • Coordinate personal appointments, reservations, and events
  • Assist with household logistics, deliveries, and organization

Administrative & Operational Support

  • Manage travel logistics (booking flights, handling changes, coordinating itineraries)
  • Monitor and manage inbox communications; draft and send emails on behalf of the owner
  • Return basic phone calls and handle routine inquiries
  • Assist with scheduling and calendar coordination

Business Support

  • Respond to inbound client inquiries with guidance/templates
  • Send follow-up emails after events, sales conversations, or outreach
  • Coordinate simple client logistics (e.g., product details, scheduling calls)
  • Proactively contact kit clients to collect photos/videos of their space prior to installs (confirming power, Ethernet, and readiness)
  • Schedule and send lifecycle emails (e.g., notifying clients when free tech support periods are ending and offering renewal options)
  • Assist with light project coordination and task tracking

Creative & Miscellaneous Tasks

  • Create simple graphics or documents (e.g., invitations, Canva designs)
  • Handle ad hoc requests quickly and accurately

Tools & Systems

  • Google Workspace (Google Calendar, Docs, Sheets) used daily
  • Discord is the primary team communication platform (desktop mobile required)
  • Must be comfortable learning and consistently using new tools
  • Able to leverage AI tools to improve efficiency, while maintaining independent judgment and attention to detail

Qualifications

  • Strong organizational skills with high attention to detail
  • Excellent written and verbal communication
  • High level of discretion and trustworthiness
  • Ability to operate independently and anticipate needs
  • Comfortable handling both personal and business-related tasks
  • Tech-comfortable; able to quickly learn tools (Google Workspace, Discord, etc.)
  • Demonstrates good judgment when using AI — uses it as a tool, not a crutch
  • Must have reliable transportation and be able to travel locally as needed

Location Preference

  • Ideal candidate lives in or near Nolensville, Brentwood or Franklin TN
  • Must be able to travel easily between residential locations and downtown Nashville (including our business venue location)

Compensation & Structure

  • $1,800/month retainer (initial trial period)
  • Designed to cover approximately 10–15 hours per week of support (flexible, not strictly tracked)
  • Workload will vary week-to-week; consistency, responsiveness, and reliability are key
  • Opportunity for increased compensation and hours over time based on performance and business needs

Key Traits

  • Proactive: identifies needs before being asked
  • Resourceful: solves problems independently
  • Detail-oriented: executes tasks accurately and thoroughly
  • Communicative: clear, concise, and responsive
  • Adaptable: comfortable with a wide variety of tasks

Notes on Fit
This is a Personal Assistant role with operational and client coordination exposure. The emphasis is on reliability, attention to detail, and execution — not strategic leadership. This role is ideal for someone looking for a long-term position with increasing responsibility and hours over time.

Pay: $22.00 - $24.00 per hour

Benefits:

  • Flexible schedule

Work Location: Hybrid remote in Nolensville, TN 37135

Salary : $22 - $24

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