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Hilton Grand Vacations

Sales Rep-In Training

Sorry, this job was removed at 07:11 p.m. (CST) on Thursday, Oct 15, 2026
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In-Office
Chicago, IL, USA
20-400K Hourly
Entry level
In-Office
Chicago, IL, USA
20-400K Hourly
Entry level

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Sell vacation ownership experiences to qualified guests through face-to-face relationship building, resort tours, presentations, and closing sales. The role includes paid training, customer engagement, resort showcasing, and working toward performance-based income goals. Candidates must be available for flexible schedules, including evenings, weekends, and holidays, and should have timeshare experience, basic computer skills, strong communication abilities, and comfort in a fast-paced, goal-oriented environment.
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Join Our Dynamic Sales Team and Create Memorable Travel Experiences 

We are seeking passionate individuals to join our Sales team and use their talents to drive business by introducing people to a better way to enjoy their vacations and experience happiness! If you're looking for an exciting career with flexibility, unlimited income opportunities, professional growth, and the chance to redefine travel, then this is for you!  

Earning Potential: 

  • Beginners: Start at $35,000 - $70,000+ annually (performance-based). Paid training at $20/hour for the first 60 days plus sales incentives. 
  • Experienced: Progress to $100,000 - $400,000+ annually (performance-based) as your skills grow. 

Why Join Us? Because It's "Where You Belong"! 

  • Standard 5-day, 40 hr work week (weekends included) 
  • Comprehensive Benefits: 401(k), medical, dental, vision insurance, and travel discounts starting day 1! 
  • Flexible Schedule: Day shifts, including weekends, totaling 30-40 hours weekly for a balanced life. 
  • Work-Life Balance: Enjoy a healthy balance while pursuing a thrilling sales career. 
  • Professional Growth: Opportunities for advancement supported by leadership. 

What Makes Us Stand Out: 

  • No prospecting or cold calling – we supply qualified leads. 
  • Customer Focused Approach: Engage clients, offer phenomenal service, and craft life-changing vacations. 
  • Diverse Portfolio: Showcase our amazing resorts!
  • Showcase Opportunities: Highlight amazing vacation options, positively impacting clients' lives. 
  • Join a dedicated team that has been creating vacation memories for over 50 years, and learn from and engage in a thriving team environment.  

When you join Hilton Grand Vacations, you join a group of Team Members dedicated to helping Owners and Guests around the world make every vacation they take a memorable one. Hilton Grand Vacations is a leading vacation ownership company bringing our Guests vacation dreams to life.

We are an equal opportunity employer and value diversity at our company. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. Please contact us to request accommodation.

Responsibilities

Our sales professionals focus on relationship building as they provide our guests the opportunity to purchase world class destinations. This position allows you to meet with our guests face to face, invest time in rapport building, tour our magnificent resort & amenities, and ask them to become a part of our family by purchasing today.

Qualifications
  • Must be at least 18 years old 
  • Availability to work a flexible schedule, including evenings, weekends, and holidays 
  • Prior experience in the timeshare industy.
  • Demonstrated ability to thrive in a fast-paced and goal-oriented work environment 
  • Strong communication and collaboration skills to interact comfortably with customers is vital 
  • Basic computer knowledge 

Hilton Grand Vacations Chicago, Illinois, USA Office

Chicago, United States

What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
  • Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

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