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In-House Sales Manager – Calypso Cay Resort

Job in Kissimmee, Osceola County, Florida, 34747, USA
Listing for: Capital Vacations
Full Time position
Listed on 2026-07-04
Job specializations:
  • Management
    Area Manager
  • Sales
    Area Manager, Director of Sales, VP of Sales
Salary/Wage Range or Industry Benchmark: 350000 USD Yearly USD 350000.00 YEAR
Job Description & How to Apply Below

Job Description

Capital Vacations is seeking an experienced In‑House Sales Manager to join our leadership team at Calypso Cay Resort in Kissimmee, Florida.

This is an exciting opportunity to lead and develop a growing owner sales team within one of Capital Vacations' premier Orlando‑area resorts. We're looking for a proven leader who can coach, motivate, and elevate performance while creating a culture centered around accountability, professionalism, and results.

The ideal candidate is a strong closer, an effective mentor, and a leader who understands how to maximize both individual and team production.

Why Calypso Cay?
  • Leadership opportunity with a growing and evolving sales organization
  • Strong owner flow and established sales systems
  • Supportive executive leadership team
  • Opportunity to recruit, develop, and build a high‑performing sales culture
  • Significant earning potential for the right leader
  • Orlando market location with year‑round tourism and owner engagement

For the right candidate, this role offers exceptional income potential with a clear path to earning $350,000+ annually.

What You'll Do
  • Lead, coach, and develop a team of In‑House Sales Representatives
  • Assist with closing and structuring sales transactions
  • Drive team production, VPG, penetration, and overall sales performance
  • Create a culture of accountability, energy, and professionalism
  • Recruit, mentor, and develop future leaders and top producers
  • Ensure compliance and sales presentation standards are consistently maintained
  • Partner with senior leadership to execute strategic business objectives
Required Qualifications
  • Vacation Ownership Industry Experience
  • Proven track record of developing high‑performing sales professionals
  • Strong closing, coaching, and leadership abilities
  • Excellent communication and presentation skills
Preferred Qualifications
  • Experience leading owner sales teams
  • History of driving strong production and team performance
  • Ability to recruit, develop, and retain top talent

Join a Winning Team

If you're an experienced vacation ownership leader looking for an opportunity to make a significant impact, build a strong team culture, and maximize your earning potential, we'd welcome a confidential conversation.

Apply today to learn more about this leadership opportunity at Calypso Cay Resort.

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