Telesales Commissioned Sales Representative (Dayline)

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 (Dayline), you’ll help former owners rediscover the value of vacation ownership. You’ll guide them through a sales process, listen with empathy, and match them with the right product at the right price. This role offers a steady income, weekly draw, and the chance to build lasting relationships while driving revenue for Westgate. This position 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.

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What you will do:

• Make outbound/receive inbound calls to past owners to generate new sales, and upgrades to restructure their accounts.
• Re-engage canceled owners by understanding concerns, overcoming objections, and offering tailored product solutions.
• Manage leads over a 45-day sales cycle with consistent follow-up (calls, emails, texts).
• Present the full Westgate product portfolio (cross-trained across all inventory).
• Ensure customer satisfaction by confirming products sold meet needs and expectations.
• Achieve department standards:
  • 50+ calls daily
  • $40,000+ average net volume
• Accurately document all interactions and follow company/regulatory policies.
• 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, the person 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 sales experience preferred
• High school diploma or GED
• Strong communication and objection-handling skills
• Organized, self-motivated, and goal oriented
• Basic computer and CRM proficiency

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.