Operations & Marketing Generalist (Short-term Rental)

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.