Position : Operations & Marketing Generalist

Work Hours (Client) : 10:00 AM – 6:00 PM EST Thursday to Monday (Tuesday/Wednesday off)

Holidays : 5 days annual PTO

Pay Range : $1200 - $1600 USD/month (varies based on skill set and experience level)

Location of Search : South Africa, Philippines, Latin America, or Any Region

Work Location : REMOTE

Company/Client Overview:

A family-owned property management business in Clearwater, FL, specializing in vacation rentals across Tampa Bay beaches. They offer full-service management, marketing, and guest support for homes and condos, helping owners maximize bookings while ensuring exceptional guest experiences.

Duties and Responsibilities:

We’re looking for a dynamic generalist covering marketing, operations, and admin support with experience in the short term rental industry. This role will have a range of responsibilities supporting the small dynamic team in areas including marketing, guest services, operations reporting and more.

Marketing & Listing Optimization:

Optimize property listings across OTAs (Airbnb, VRBO, etc.) including photo order, editing, headlines, descriptions, and amenities to maximize bookings.
Create and send newsletters and email campaigns via MailChimp or similar platforms to engage past and prospective guests.
Maintain organized records of marketing content, system processes, and listing updates.

Operational Support & Reporting:

Track and summarize KPIs (occupancy, revenue, engagement, etc.) and provide actionable insights to the team.
Prepare and maintain reports on property performance, guest interactions, and booking trends.
Use internal systems such as Streamline (possibly Vintory, Breezeway or Enso Connect)
Identify opportunities to improve operational workflows and standardize processes.

Guest Interaction:

Handle occasional inbound communications and overnight calls when necessary.
Troubleshoot guest issues and escalate to on-site Guest Services Managers as needed.

Other Responsibilities:

Assist with sourcing and ordering items for guest experiences or operational needs.
Support the team in ad hoc marketing, reporting, and operational projects.

Minimum Requirements:

Language requirement: Excellent English Communication Skills (neutral accent)

Education: Bachelor's Degree (ideally)

Experience: 3+ years of related experience

3+ years in marketing and customer services
Must have worked for a vacation rentals company
Experience in listing optimization is required
Proficient in Excel
Proven experience creating content, and sending newsletters via MailChimp or similar platforms.
Experience with Streamline PMS, Breezeway, and OTAs (Airbnb, VRBO) is advantageous.

Skills & Attributes:

Strong marketing and analytical mindset.
Excellent verbal and written English communication.
Detail-oriented, problem-solver, highly organized, independent and able to manage multiple projects simultaneously.
Comfortable using spreadsheets reporting tools, guest communication platforms, AI tools, and operational software
Ability to troubleshoot guest issues calmly when required.

Operations & Marketing Generalist (Short-term Rental)