Executive Operations Assistant – Property Management & Airbnb

Executive Operations Assistant – Property Management & Airbnb
(Remote)

Part-Time (15–20 Hours/Week) | Opportunity to Grow into Full-Time

Help Me Build Something Bigger

Are you highly organized, proactive, and someone who genuinely enjoys helping businesses run efficiently?

I’m a serial entrepreneur who owns and operates multiple businesses, including a property management company, Airbnb portfolio, and other growing ventures. As my businesses continue to expand, I’m looking for an experienced Executive Administrative & Operations Assistant to become my trusted right hand.

This isn’t your typical virtual assistant position.

I’m looking for someone who can take ownership of many of the day-to-day administrative and operational tasks that keep my businesses running smoothly. By taking these responsibilities off my plate, you’ll allow me to focus on growing the business while becoming an essential part of that journey.

If you enjoy creating order, improving systems, solving problems, and wearing many hats, this may be the perfect opportunity for you.



Position Details

This is a fully remote, part-time position, starting at approximately 15–20 hours per week.

I’m intentionally starting this role part-time because I believe in building strong working relationships before expanding responsibilities. My goal is to find the right person—not simply fill a position.

As we learn each other’s working styles and my businesses continue to grow, I fully expect this role to grow as well, with the opportunity to transition into a full-time career for the right candidate.

I’m looking for someone who wants to build a long-term career, take ownership of their work, and grow alongside multiple expanding businesses.



What You’ll Be Doing

Executive & Administrative Support

* Email and calendar management
* Preparing professional documents and reports
* Research and data collection
* Creating and maintaining organized systems
* Managing digital files and documents
* Assisting with special projects
* Helping improve business processes and workflows

Airbnb & Short-Term Rental Operations

* Guest communication
* Coordinating cleaners and maintenance vendors
* Managing booking calendars
* Preparing guest information and check-in details
* Tracking owner payouts and operational spreadsheets
* Assisting with launching new Airbnb listings
* Maintaining operational checklists

Property Management & Tenant Placement

* Responding to rental inquiries
* Scheduling property showings
* Tracking rental applications
* Organizing applicant documentation
* Assisting with lease preparation
* Updating databases and spreadsheets
* Supporting tenant placement activities

Marketing & Business Support

* Creating Canva graphics and marketing materials
* Assisting with social media content
* Preparing presentations and business documents
* Helping implement new systems and procedures



Required Qualifications

Applicants must have:

* Minimum 2 years of administrative or executive assistant experience
* Previous property management experience
* Previous Airbnb or short-term rental management experience
* Advanced Microsoft Excel and/or Google Sheets skills
* Canva experience
* Excellent written and verbal English communication skills
* Exceptional organizational and time management skills
* Strong attention to detail
* Ability to manage multiple priorities independently
* Experience with Google Workspace (Gmail, Docs, Drive, Calendar)
* Experience using AI tools such as ChatGPT to improve productivity
* Reliable high-speed internet and a dedicated home office



Preferred Qualifications

Experience with any of the following is considered a strong asset:

* Buildium
* Tenant placement and residential leasing
* Customer service or hospitality
* Basic bookkeeping
* Social media scheduling and management
* SOP (Standard Operating Procedure) creation
* Process improvement
* Project coordination



The Ideal Candidate

You’re someone who:

* Loves organization and creating efficient systems
* Takes initiative without needing constant direction
* Notices the details others often miss
* Enjoys solving problems
* Is dependable and accountable
* Learns new software quickly
* Can comfortably manage multiple projects at once
* Enjoys supporting an entrepreneur in a fast-paced environment
* Wants to grow with a business for the long term



Why Join Me?

This is more than an administrative role.

You’ll work directly with an entrepreneur who is actively building and growing multiple businesses. Every week brings new projects, new ideas, and opportunities to improve how we operate.

Your work will have a direct impact on the success and growth of the businesses, and as the companies continue to grow, so will your opportunities and responsibilities.

I’m not looking for just another assistant—I’m looking for a long-term partner in growth. Someone who wants to become a trusted member of the team and help build something meaningful.



How to Apply

Please submit the following:

* Your resume
* A cover letter explaining why you’re the right fit
* Answers to these questions:
* How many years of property management experience do you have?
* Describe your Airbnb or short-term rental experience.
* Tell me about the most advanced spreadsheet you’ve created using Excel or Google Sheets.
* Describe your Canva experience.
* Which property management software have you used?
* Which AI tools do you regularly use in your work?
* A 2–3 minute video introducing yourself and explaining why you’d be a great fit for this role.

Only applicants who complete all application requirements will be considered.

If you’re looking for a career where you can make a meaningful impact, grow alongside an ambitious entrepreneur, and become an integral part of multiple growing businesses, I’d love to hear from you.