Sales Trainer

Nestled on 145 beautiful, wooded acres in the heart of the Ozark Mountains, Westgate Branson Woods Resort is close to the action in Branson – "The Live Entertainment Capital of the World!" Help create remarkable guest experiences at our world-class resort, where guests can venture outside and take advantage of one of our many hiking trails to breathe in fresh air and admire the beautiful waterfalls, then relax in one of our spacious resort rooms. As one of the most beautiful Branson, Missouri, resorts, Westgate Branson Woods boasts the amenities travelers expect from a full-service resort hotel. As part of Westgate Resorts, recognized by U.S. News, as one of the Best Companies to Work For, you’ll be joining a team committed to excellence and creating unforgettable vacation experiences and supporting your career growth where you are or at 60+ resorts across the company.

• Lead morning sales meetings, providing motivation, updates, product knowledge, and sales strategy guidance to prepare the team for daily performance expectations.

• Train new hire sales representatives on all components of the Westgate Resorts sales presentation, including scripting, product features, ownership value, objection handling, compliance standards, and closing techniques.

• Conduct one‑on‑one and group training sessions, ensuring new hires fully understand and can effectively execute the Westgate sales process.

• Perform ride‑alongs with sales representatives to observe tour execution, evaluate presentation delivery, and provide real‑time coaching and corrective guidance.

• Interview, assess, and hire new sales representatives, ensuring candidates meet company standards, expectations, and cultural fit.

• Assist in termination decisions when requested, following company protocols and maintaining confidentiality and professionalism.

• Provide additional and ongoing training to current sales staff, addressing performance gaps, reinforcing standards, and supporting the continual improvement of the sales team.
• Assess individual and team performance, deliver constructive feedback, and provide tailored coaching plans to help representatives meet and exceed performance expectations.
• Maintain expertise in all Westgate sales tools, presentation materials, incentives, and updates, and ensure the team is trained on new information accurately and promptly.
• Travel to other Westgate properties as needed to conduct training sessions, support new team launches, assist with hiring efforts, or reinforce sales performance standards.
• Collaborate with leadership, including Directors, VPs, and other training staff, to align training strategies with departmental goals and organizational directives.
• Promote a positive, energetic, and professional training environment, encouraging teamwork, accountability, and continuous learning.
• Ensure all training and coaching activities follow Westgate’s sales compliance policies, company guidelines, and state licensing requirements.
• Maintain accurate training records, track attendance, and document progression of trainees throughout the onboarding process.
• Support the development of training materials, including presentations, manuals, scripts, and digital resources as needed.
• Perform other duties as assigned, supporting departmental initiatives and contributing to the overall success of the sales organization.
• Other duties assigned.

• A minimum of two years of proven sales experience, demonstrating consistent top-tier performance and mastery of the full sales presentation.

• Strong proficiency in closing techniques, objection handling, and delivering persuasive resort and ownership presentations.

• Prior experience mentoring, coaching, or training sales representatives is highly preferred.

• Experience presenting to groups, leading discussions, and guiding employees in a structured learning environment.

• Demonstrated ability to evaluate sales performance and provide actionable, constructive feedback.

Why Westgate?

• Comprehensive health benefits – medical, dental and vision
• Paid Time Off (PTO) – vacation, sick, and personal
• Paid Holidays
• 401K with generous company match
• Get access to your pay as you need it with our Daily Pay benefit
• Family benefits including pregnancy, and parental leave and adoption assistance
• Wellness Programs
• Flexible Spending Accounts
• Tuition Assistance
• Military Leave
• Employee Assistance Program (EAP)
• Life, Disability, Accident, Critical Illness & Hospital Insurance
• Pet Insurance
• Exclusive discounts for Team Member (i.e., hotels, cruise, resorts, restaurants, entertainment, etc.) 
• Advancement & development opportunities
• Community Involvement Programs

Westgate Resorts is an Equal Employment Opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, protected veteran status, disability status or any other protected status under federal, state or local law. If you have a disability and believe you need a reasonable accommodation in order to complete your application or any part of the recruiting process, please email WGAccommodations@wgresorts.com with the job title and the location of the position for which you are applying.

This job posting is intended to provide a general overview of the position and may not include every responsibility, duty, or qualification required. Duties, responsibilities, and activities may change at any time with or without notice.