Outside Sales Rep /Paducah, KY (1099 Contractor)

Job Description

Job Description

Ready to build your own business? WinChoice is seeking driven Outside Sales Representatives in the Paducah, Kentucky market. This is a 100% commission-only, 1099 independent contractor role with no earnings cap. We provide pre-screened appointments, paid training, and ongoing coaching; you bring the drive. Top reps earn $175,000–$275,000+ annually, with top performers earning $300,000+

Key Responsibilities

• Conduct face-to-face consultations with homeowners within a 150-mile territory and assess their needs, goals, and project requirements.
• Deliver clear, compelling presentations on WinChoice replacement vinyl windows, installation services, financing options, and customer value.
• Follow the company’s proven sales process consistently to build trust, present solutions, and close qualified opportunities.
• Identify and overcome customer objections by listening carefully, addressing concerns accurately, and reinforcing the benefits of the recommended solution.
• Create a positive customer experience from the initial appointment through the sales handoff, maintaining professionalism, honesty, and integrity throughout the process.
• Maintain accurate appointment, customer, and sales information using an iPad and company-provided software.
• Collaborate with managers, installation teams, and support personnel while actively applying coaching and continuously improving sales performance.

Required Qualifications

• Demonstrated experience in outside sales, in-home sales, consultative selling, or another customer-facing sales environment.
• Strong ability to build rapport, influence decisions, and establish credibility with homeowners.
• Excellent verbal communication, presentation, listening, negotiation, and objection-handling skills.
• Customer-focused approach with the ability to understand needs and recommend solutions that deliver meaningful value.
• Positive attitude, strong work ethic, self-motivation, and commitment to continuous improvement.
• Willingness to follow a structured sales process and accept coaching from sales leadership.
• Valid driver’s license, active auto insurance, and reliable transportation.
• Ability to travel throughout a 150-mile territory and conduct in-home appointments.
• Availability to work Fridays and Saturdays; weekend nights are not required.
• Basic technology proficiency and ability to learn and use an iPad, sales software, and digital training tools.

Preferred Qualifications

• Two or more years of successful outside, in-home, remodeling, windows, roofing, HVAC, flooring, or other consultative sales experience.
• Track record of meeting or exceeding sales goals in a commission-based environment.
• Experience presenting financing options and guiding customers through high-consideration purchases.
• Demonstrated ability to manage a personal schedule, organize follow-ups, and maintain accurate sales records.
• Experience mentoring peers, sharing best practices, or positively influencing team performance.
• Established knowledge of the Lexington, Kentucky market and surrounding communities.

Company Description

WinChoice is a strong, family-owned company headquartered in beautiful Mountain Pine, Arkansas, dedicated to delivering exceptional experiences for our customers and employees.

We believe in building something that lasts. With no private equity or outside investors, we're focused on long-term growth, stability, and creating meaningful opportunities for the people who make our success possible.

At WinChoice, you're more than an employee. You're part of a team that values hard work, personal growth, teamwork, and doing things the right way. Whether you're beginning your career or bringing years of experience, we offer opportunities to develop your skills, make an impact, and grow alongside a company with a bright future.

We're proud of where we've been, excited about where we're going, and always looking for great people to grow with us.

Company Description

WinChoice is a strong, family-owned company headquartered in beautiful Mountain Pine, Arkansas, dedicated to delivering exceptional experiences for our customers and employees.\r\rWe believe in building something that lasts. With no private equity or outside investors, we're focused on long-term growth, stability, and creating meaningful opportunities for the people who make our success possible.\r\rAt WinChoice, you're more than an employee. You're part of a team that values hard work, personal growth, teamwork, and doing things the right way. Whether you're beginning your career or bringing years of experience, we offer opportunities to develop your skills, make an impact, and grow alongside a company with a bright future.\r\rWe're proud of where we've been, excited about where we're going, and always looking for great people to grow with us.