Demo

Sales Supervisor

OLA Vacations
Fort Lauderdale, FL Full Time
POSTED ON 9/27/2026
AVAILABLE BEFORE 1/25/2027

OLA Vacations is a rapidly growing, technology-driven travel company redefining how vacations are planned and booked. By combining luxury travel expertise with advanced AI-powered marketing, automation, and personalization, we deliver exceptional customer experiences while helping travelers discover unforgettable vacation opportunities.

As we continue to expand, we are seeking talented professionals who are passionate about travel, sales & service, and innovation to join our team.


Position Summary: We are seeking an experienced and results-driven Sales Supervisor to lead, motivate, and develop a team of inbound call center sales agents. The ideal candidate will have a strong background in an Online Travel Agency (OTA) environment, specifically within the cruise industry, and proven experience managing call center operations. You will be responsible for driving conversion rates, ensuring exceptional customer service, and utilizing our technology stack to optimize daily team performance.

Key Responsibilities:

  • Team Leadership & Development: Supervise, coach, and mentor a cohort of sales agents. Conduct regular 1-on-1s, performance reviews, and targeted training sessions to improve conversion rates and sales techniques.
  • Operational Excellence: Monitor real-time inbound call volume, agent adherence, and key performance indicators (KPIs) to ensure service levels are met.
  • OTA & Cruise Expertise: Serve as a subject matter expert on major ocean and river cruise lines (e.g., Royal Caribbean, Carnival, MSC, NCL). Assist agents with complex booking inquiries, itinerary planning, and escalated customer calls.
  • Systems Management: Oversee agent utilization of our core technology stack. Ensure accurate data entry and workflow management within Salesforce, manage communications via RingCentral and Lark, and navigate Odysseus Solutions for booking engines.
  • Training & Knowledge Sharing: Collaborate with operations managers to build and update knowledge base articles. Ensure agents are up to date on new incentive structures, cruise brand policies, and compliance standards.
  • Quality Assurance: Conduct regular call monitoring and QA scoring to ensure agents are delivering accurate information, maintaining brand voice, and maximizing booking opportunities.

 

Qualifications:

  • Experience: Minimum 2-3 years of supervisory or management experience in a high-volume inbound/ outbound sales call center.
  • Industry Knowledge: Previous experience working for an Online Travel Agency (OTA) is required. Deep knowledge of the cruise industry, including ocean and luxury river cruise brands, is strongly preferred.
  • Technical Proficiency: Hands-on experience with CRM platforms (Salesforce) and telephony/communication systems. Familiarity with travel booking engines, such as Odysseus Solutions, is a major plus.
  • Leadership Skills: Proven track record of improving team sales metrics, reducing agent turnover, and creating a positive, high-performance culture.
  • Analytical Abilities: Strong capability to interpret call center data, agent performance reports, and conversion metrics to implement actionable improvements.
  • Communication: Excellent verbal and written communication skills, with the ability to manage cross-border teams or remote agents effectively.

Work Location

This position is located in our downtown Fort Lauderdale office five days a week. 


Salary.com Estimation for Sales Supervisor in Fort Lauderdale, FL
$101,735 to $141,129
If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Sales Supervisor?

Sign up to receive alerts about other jobs on the Sales Supervisor career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$96,354 - $147,227
Income Estimation: 
$122,633 - $166,569
Income Estimation: 
$116,413 - $176,962
Income Estimation: 
$145,632 - $210,169
Income Estimation: 
$145,632 - $210,169
Income Estimation: 
$182,320 - $281,330
Income Estimation: 
$211,528 - $292,170
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at OLA Vacations

  • OLA Vacations Fort Lauderdale, FL
  • Job description Position Summary OLA Vacations Inc. is seeking an experienced, high-caliber Senior Corporate Attorney to join our growing legal team. This ... more
  • 4 Days Ago

  • OLA Vacations Fort Lauderdale, FL
  • Job Summary OLA Vacations Inc. is seeking a dynamic Associate Corporate Attorney to join our legal team. This early-career in-house role is ideal for a ded... more
  • 11 Days Ago


Not the job you're looking for? Here are some other Sales Supervisor jobs in the Fort Lauderdale, FL area that may be a better fit.

  • V Opco LLC Sunrise, FL
  • Vince is seeking a highly motivated, results-driven, luxury-minded Sales Supervisor who leads with selling and elevates every client interaction. You bring... more
  • Just Posted

  • Steve Madden Pembroke Pines, FL
  • Sales Supervisor (F/T) The Sales Supervisor supports the management team and performs all functional tasks as assigned. The Sales Supervisor assumes leader... more
  • 1 Day Ago

AI Assistant is available now!

Feel free to start your new journey!