Regional Sales Trainer (Temporary Assignment)

We Put the World on Vacation

Travel + Leisure Co. is the world’s leading vacation ownership and travel membership company, with a dynamic and growing portfolio of resort, travel club, and lifestyle travel brands. Our dedicated associates help the company achieve its mission to put the world on vacation. Innovation and growth keep our work interesting and fun. Every day is a chance to learn something new and turn vacation inspiration into exceptional experiences for millions of travelers worldwide.

Regional Sales Trainer (Temporary Assignment)

Location: Hawaii (Oahu, Kauai, Maui, or Kona)
Duration: Temporary Assignment up to 6 months
Compensation: Target total compensation of $120,000 – $135,000 plus incentives

Position Summary

The Regional Sales Trainer is responsible for delivering, facilitating, and reinforcing sales training programs that support new hire onboarding, sales performance, and compliance across assigned locations. This role partners closely with site and regional leadership to ensure consistent execution of training initiatives that drive productivity, engagement, and retention.

The position reports directly to the Regional Director of Training and Development and serves as a key member of the site leadership support structure.

Key Responsibilities

• Serve as a regional training partner and thought leader supporting site senior leadership teams
• Collaborate effectively with the Site VP, Regional Director of Training, Regional Director of Recruiting, Site Recruiters, HR, and other site trainers
• Identify training, sales process, and performance opportunities across front-line and in-house sales channels and execute actionable improvement plans
• Lead with influence to drive adoption of training initiatives, coaching behaviors, and performance standards
• Support the Specialist Presenter team to ensure training quality, consistency, and compliance
• Maintain strong working knowledge of Owner and Non‑Owner sales for Club Wyndham, WorldMark, and Shell Vacations Club

Training Oversight & Execution

The Regional Sales Trainer is responsible for overseeing and delivering the following required training initiatives:

• R.I.S.E. Training Curriculum: Classroom-based new hire training delivered via iPad
• Road to Success: Facilitation of the 12‑week follow‑up training in a consistent classroom environment
• Road to Success Online Testing: Completion of assessments immediately following each facilitated module
• Reunite for Results: Conducted within 45 days of new‑hire graduation
• TNL Sales Compliance: Online compliance course completed during new‑hire training
• Wyndham Rewards & Clarity Pay: Completed during the new‑hire training program
• Navigator Training: Classroom delivery and ongoing floor support for eCredit, eWorksheet, and Payments at the Table using the iPad
• Kickstart Program:
  • Select five (5) underperforming sales representatives from the bottom third quartile of the sales line monthly
  • Partner with the Regional Director of Training for approval
  • Coach participants to improve VPG and close percentage
  • Provide month‑end reporting on all Kickstart actions
• Ensure consistent follow‑up coaching, continued education, and topical training delivery
• T.O. on the sales floor behind all new hires with 90 days or less tenure, with 30% of T.O. focused on this group
• Ensure new hires achieve 100% of budgeted VPG within 90 days
• Keep sites current on all approved Travel and Leisure collateral
• Support technology rollouts by acting as a Subject Matter Expert (SME), training leaders and sales teams to drive adoption and utilization

Required Minimum Qualifications

• Minimum of 1 year of successful Travel and Leisure sales experience (front‑line and/or in‑house preferred)
• Strong working knowledge of Club Wyndham, WorldMark, and Shell Vacations Club
• Minimum of 1 year of sales management experience preferred
• Proven ability to successfully T.O. sales tables
• Specialist Presenter experience preferred
• Must obtain a real estate license in the state of Hawaii
• Thorough understanding of Travel and Leisure products
• Strong interpersonal, verbal, and written communication skills
• Proficiency in Microsoft Office preferred
• Ability to work effectively with all levels of the organization
• Strong time‑management and organizational skills
• Flexible work schedule; some travel may be required