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Telesales Commissioned Sales Representative ( In-House)

WestgateResorts

Orlando, FL, United States contract

Posted: February 17, 2026

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Quick Summary

A Telesales Commissioned Sales Representative is responsible for building long-term relationships with clients to drive revenue growth and expand our business. The ideal candidate should have excellent communication skills, a strong ability to work in a fast-paced environment, and a proven track record of success in a commission-based sales role.

Job Description

Westgate Resorts is the largest privately held timeshare company in the world, with 60+ resorts in top destinations like Orlando, Las Vegas, Gatlinburg, Park City, and Myrtle Beach. Recognized by U.S. News & World Report as one of the Best Companies to Work For, we’re committed to creating a supportive, rewarding workplace where our 9,000 Team Members can grow and thrive.  Since 1982, we’ve delivered unforgettable vacations through exceptional service, innovation, and community engagement. With the recent addition of VI Resorts by Westgate, our footprint now includes the Pacific Northwest, Hawaii, Canada, and Mexico. Join us and be part of a team that values passion, integrity, and excellence—where your work helps create memories that last a lifetime.

As a Telesales Commission Sales Representative (In-House), you’ll maximize your earning potential by helping current owners with their vacation ownership. You’ll work leads through a sales process, uncover needs, overcome objections, and present our full range of vacation products. This is an Independent Contractor role and is commission-driven with weekly pay and no benefits.  Ideal for motivated sales professionals who thrive on performance and results.

What You Will Do:

• Make outbound/receive inbound calls to current owners to generate account upgrades, and new sales.
• Work with good standing owners to enhance their ownership by showing empathy and creating affordable solutions.
• Maintain a 45-day lead engagement cycle with persistent follow-up (phone, email, text).
• Cross-sell and present all Westgate vacation products across multiple properties.
• Confirm product fit and customer satisfaction with every sale.
• Consistently meet department standards:• 50+ calls daily
• $40,000+ average net volume

• Maintain accurate records and follow all policies/regulatory guidelines.
• Partner effectively with Telesales Team lead who is organizing and assigning leads.

The requirements listed below are representative of the knowledge, skill, and/or ability required. Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions. Additionally, individual must possess and adhere to the following core company values: Integrity, Passion and Work Ethic.

What You Will Bring:

• Active Florida Real Estate License required
• 6+ months timeshare or sales experience preferred
• High school diploma or GED
• Excellent communication and sales closing skills
• Resilient, self-driven, and competitive mindset
• Comfortable working in a fast-paced, commission-only environment

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 [email protected] 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.

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