Job Description

WORK IN PARADISE  at the beautiful South Seas on the tip of Captiva Island on Florida’s Gulf Coast just across the bridge from Fort Myers. Escape to a tranquil tropical island destination, marked by 2.5 miles of beaches, surrounded by glistening gulf waters and endless opportunities for fun and adventure. 

Yes, we were significantly impacted by Hurricane Ian, but our beaches and sunsets are stunning - and we’re coming back with a new and refreshed resort!  

Here's what we’re looking for … 

An inspired, driven individual who believes in providing outstanding customer experiences and comes to work energized and ready to carry that spirit throughout the day. You truly appreciate the opportunity to work with people who encourage, challenge, and support one another to be their best. Grow your career with us and learn first-hand how to shape remarkable experiences for our NEW world-class resort, guests and owners.


Performs secretarial work, bookkeeping, contract management, and other administrative duties as directed by Resort’s Property Management/Owner Relations Director and Managers.

Rate of Pay: $18.00 - $22.00/hour based on experience.

Essential Functions:

  1. Learn all required property specific software/systems including SMS Host.
  2. Learn and develop proficiency with the new contract management system - Concord.
  3. Ongoing management of all property contracts and agreements with Concord system.
  4. Generate new agreements, share (with owners) and obtain signatures using the Canary/Concord systems (after OR/PM Managers negotiate new agreements).
  5. Produce weekly property inventory reports.
  6. Produce weekly updates on RMA status.
  7. Assist in scheduling owner meetings for the Owner Relations team.
  8. Manage and forward incoming emails from the Owner Relations email account.
  9. Manage and update all owner information and data.
  10. Updating new owner information and distribution of changes to inventory and owners.
  11. Collect, upload, and update owners’ liability insurance certificates.
  12. Research and provide billing assistance when needed.

This is not an exhaustive list of all responsibilities, skills, duties, requirements, efforts, or working conditions associated with the job. 

Other Duties and Responsibilities:

Perform special projects and other responsibilities as assigned. 

As we are rebuilding and restoring the resort, the Owner Relations Administrative Assistant may be asked to temporarily assist staff in other areas of the resort as needed.

Position Requirements:

Education:    High school diploma or GED required. Some college or vocational-tech training preferred. 

Experience:  2-5 years of clerical/administrative experience in a related position, property management preferred. 

Required:  Must have a valid driver’s license and be legally authorized to work in the United States.

Skills and Abilities:             

  • Requires advanced knowledge of the hospitality and property management fields. 
  • Requires considerable working knowledge of other major areas and the skill to integrate and communicate that information.
  • Requires studying, analyzing and interpreting complex activities or information in order to improve know practices or develop new approaches.
  • Ability to make decisions with only general policies and procedures for guidance and keeping the Owner Relations Director/General Manager informed of general direction.
  • Requires highly developed communication skills to frequently negotiate, persuade and influence other managerial personnel, hotel guests and/or corporate clients.

Hours Required: 40 hours per week

We offer a very competitive salary and generous benefits including:

  • Low-cost Medical, Dental, Vision Plans
  • Paid Life Insurance
  • Short- and Long-Term Disability
  • Paid Time Off & Holidays
  • 401(k) with 100% match up to 4%
  • Commuter and Company-paid Toll Programs

While this is intended to be an accurate reflection of the current job, management reserves the right to revise the job or to require that other or different tasks be performed when circumstances change (e.g. emergencies, changes in personnel workload, rush jobs, or technological developments).