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Director of Training & Development

Vacatia


Job Location:

Kissimmee, FL - USA

Monthly Salary: Not provided by the employer
Posted: 12 September 2026 (4 hours ago)
Application Deadline: 10 December 2026
Vacancies: 1 Vacancy

Job Summary

Vacatia is a rapidly growing hospitality and vacation ownership company committed to delivering exceptional resort experiences and creating successful owners.

We are looking for an experienced dynamic and innovative Director of Training & Development Sales to lead the strategy design and execution of training and professional development programs for our sales organization.

This is an opportunity for a training leader who understands that great sales organizations are built through great people. You will partner directly with sales to develop talent strengthen sales performance build future leaders and create a culture of continuous learning and professional growth.

What Youll Do

Lead Sales Training & Development

  • Develop and oversee comprehensive training programs for sales professionals sales leaders and key roles throughout the organization.
  • Build innovative learning strategies that directly support sales performance productivity revenue growth and business objectives.
  • Design engaging workshops classroom training role-playing exercises coaching sessions and continuing education programs.
  • Develop programs focused on sales techniques communication objection handling closing skills customer engagement and ethical sales practices.

Build a High-Impact Onboarding Experience

  • Create and continuously improve sales onboarding programs that accelerate new-hire productivity.
  • Establish structured learning paths that reinforce company culture sales methodologies product knowledge compliance and performance expectations.
  • Partner with sales leaders to ensure new team members receive the training coaching and resources needed to succeed.

Develop Future Leaders

  • Create and facilitate leadership development programs for current and emerging sales leaders.
  • Identify high-potential talent and create development opportunities that prepare employees for increased responsibility.
  • Serve as a mentor and coach to sales professionals and leaders at all levels.
  • Help establish a strong internal talent pipeline and succession planning strategy.

Measure What Matters

  • Establish training metrics and performance indicators to evaluate the effectiveness and business impact of learning initiatives.
  • Analyze sales performance productivity employee feedback and other data to identify training opportunities.
  • Continuously refine training programs based on measurable results and organizational needs.
  • Partner with sales leadership to identify knowledge gaps performance opportunities and emerging development needs.

Build a Modern Learning Environment

  • Develop and maintain a comprehensive library of training resources including manuals digital learning content videos facilitator guides and other learning tools.
  • Leverage adult learning principles instructional design technology and e-learning to create engaging learning experiences.
  • Stay current on sales training trends leadership development practices adult learning methodologies and vacation ownership industry trends.
  • Partner with Human Resources to align training with employee engagement talent development succession planning and organizational priorities.

Champion Compliance & Ethical Sales

  • Ensure training programs reinforce company policies regulatory requirements compliance standards and ethical sales practices.
  • Partner with appropriate internal stakeholders to ensure training content remains accurate current and compliant.
  • Promote a culture focused on delivering exceptional customer experiences while maintaining the highest standards of professionalism and integrity.

What Were Looking For

  • 5 years of experience in training and development preferably within the vacation ownership timeshare hospitality or sales industry.
  • 3 years of leadership or management experience within training and development.
  • Bachelors degree in Business Education Organizational Development Human Resources or a related field preferred.
  • Proven experience designing and delivering sales and leadership development programs.
  • Strong knowledge of adult learning principles instructional design facilitation and e-learning.
  • Demonstrated ability to coach mentor and develop sales professionals and leaders.
  • Exceptional presentation and facilitation skills with the ability to engage audiences at all levels.
  • Strong understanding of sales processes performance management compliance and ethical sales practices.
  • Ability to use data and performance metrics to measure training effectiveness and identify opportunities.
  • Experience with Learning Management Systems (LMS) CRM platforms and digital learning tools preferred.
  • Strong organizational skills with the ability to manage multiple priorities and initiatives in a fast-paced environment.
  • A passion for developing people and creating high-performing teams.

Why Vacatia

At Vacatia were redefining the vacation ownership experience through innovation operational excellence and a guest-first mindset. We offer a collaborative culture growth opportunities and the chance to make a meaningful impact across our resort operations.

Vacatia Inc. is an Equal Opportunity Employer M/F/D/V and values diversity in the workplace.


Required Experience:

Director


About Company

Company Logo

Vacatia is the resort marketplace for vacationing families. Instantly book resort residences with the space of a home + services of a hotel, perfect for family travel.

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