In-House Sales Manager - Calypso Cay Resort

Capital Vacations
Kissimmee, FL

In -House Sales Manager – Calypso Cay Resort

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

Qualifications

Required

  • Active Florida Real Estate License

  • Vacation Ownership Industry Experience

  • Previous In-House Sales Management experience

  • Proven track record of developing high-performing sales professionals

  • Strong closing, coaching, and leadership abilities

  • Excellent communication and presentation skills

Preferred

  • Orlando market experience

  • 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.

Posted 2026-06-25

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