STR & Automations VA - Excellent English Required

(Video Submission is Mandatory, Applications without Video will NOT be considered)
We are hiring a detail-oriented, tech-savvy STR Systems & Automations VA to support a growing luxury short-term rental management company.

This role is ideal for someone who is highly organized, comfortable learning software, strong with systems, and able to execute detailed setup work without needing constant follow-up.

This is not a basic admin role. We need someone who can help build and maintain the backend systems that keep a short-term rental business running smoothly.

About the Company

Art of Greatness manages premium and luxury short-term rental properties across Canada and the U.S. We focus on design, operations, hospitality, systems, and revenue performance.

Our goal is to build a strong operational machine where guest communication, cleaning, property information, workflows, and team follow-up are organized properly.

What You’ll Be Doing
Help set up and maintain short-term rental systems and tools
Support HostBuddy, GetProperly, Hostaway, Airbnb, Google Drive, Google Sheets, CRM tools, and internal trackers
Organize property information, access details, amenities, house rules, Wi-Fi details, check-in/check-out instructions, and FAQs
Help update SOPs, checklists, workflows, and property notes
Build and maintain Google Sheets trackers and operational databases
Support automation setup, testing, and troubleshooting
Review AI/automation responses and help improve accuracy
Help organize photos, walkthrough videos, property documents, and internal resources
Follow up on assigned tasks until they are fully completed
Provide clear updates on what was completed, what is still open, and what is blocked
Who We’re Looking For

We are looking for someone who is:

Tech-savvy and comfortable learning new platforms
Detail-oriented and organized
Strong in written English
Reliable, punctual, and consistent
Comfortable working with spreadsheets, systems, and software tools
Able to follow instructions carefully
Able to problem-solve instead of waiting for every answer
Comfortable working remotely during Eastern Time hours
Interested in short-term rentals, operations, systems, automation, or AI tools
Experience That Helps

Experience with any of the following is a strong advantage:

Airbnb or short-term rental support
Hostaway, HostBuddy, GetProperly, Hospitable, Guesty, or similar platforms
Google Sheets or Airtable
CRM systems
Zapier, Make, automations, AI tools, or ChatGPT
SOP creation or process documentation
Admin support, operations support, or technical VA work

You do not need to know every tool already, but you must be comfortable learning quickly and executing carefully.

Schedule

This is a remote role.

Expected schedule will include Eastern Time availability. Exact schedule and hours will be discussed with shortlisted candidates.

Part-time or full-time may be considered depending on experience and fit.

Compensation

Compensation will depend on experience, technical ability, reliability, and overall fit.

Growth is available for the right person who can learn quickly, execute consistently, and help improve our systems.

Important

We are looking for someone who can execute detailed work carefully.

This role requires focus, accuracy, follow-through, and comfort with technology. If you are only looking for simple admin tasks, this is likely not the right fit.

How to Apply

Please submit:

Your resume
A short video, approximately 2 minutes

Applications without a video will not be reviewed.

2-Minute Video Instructions

In your video, please cover:

Who you are
Your relevant experience
What systems, tools, software, or automations you have worked with
Why you are interested in short-term rental operations and systems
How you stay organized when managing detailed tasks
Why you would be a strong fit for this role

Please speak naturally and do not read a script. We are evaluating communication, technical confidence, organization, reliability, and clarity of thought.