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Direct Sales Rep Jobs in Kentucky (NOW HIRING)

Kinsley Power Systems

$60 - $80/hr

As one of our Direct Sales Representatives you are an ambassador connecting with the communities in which you will work, demonstrating integrity and championing the Mediacom brand. We plan fun ...

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Direct Sales Rep information

What is the difference between Direct Sales Rep vs Sales Associate?

AspectDirect Sales RepSales Associate
Required CredentialsHigh school diploma or equivalent; sales experience often preferredHigh school diploma or equivalent; sales or retail experience beneficial
Work EnvironmentField-based, traveling to client locations or eventsRetail stores, showrooms, or shopping centers
Employer & Industry UsageDirect sales companies, network marketing, consumer goodsRetail stores, department stores, specialty shops

While both roles involve selling products directly to consumers, a Direct Sales Rep typically works independently, often traveling and engaging in face-to-face sales outside a retail setting. In contrast, a Sales Associate usually works within a retail environment, assisting customers in-store. Understanding these differences helps job seekers find the right fit based on work environment and experience preferences.

What does a direct sales representative do?

A direct sales representative sells products or services directly to customers, often through face-to-face interactions, demonstrations, or presentations. They typically work independently or as part of a team, using skills like communication and persuasion, and may be responsible for generating leads, closing sales, and maintaining customer relationships.

What cities in Kentucky are hiring for Direct Sales Rep jobs?

Cities in Kentucky with the most Direct Sales Rep job openings:

Direct Sales Rep jobs near you
Infographic showing various Direct Sales Rep job openings in Kentucky as of August 2026, with employment types broken down into 78% Full Time, 20% Part Time, and 2% Contract. Highlights an 81% Physical, 1% Hybrid, and 18% Remote job distribution.

Direct Sales Representative

Winchester, KY • On-site

True North Group LLC.
See more jobs at True North Group LLC.external

$60K - $100K/yr

Full-time

Re-posted 14 days ago

Job description

Join Our Team at True North Group!

Position: Direct Sales Representative

Number of Openings: 1 Territory Sales Position Available

About Us: At True North Group, we’re more than just an insurance agency – we’re dedicated to offering helpful insurance plans to small and medium-sized businesses and their employees. We believe in building real connections and providing great support. If you enjoy helping people and building lasting relationships, we want you to join us as a Direct Sales Representative.

The Role: As a Direct Sales Representative at True North Group, you’ll have the freedom to set your own schedule. You’ll work during the hours that fit the businesses you’re helping. Your main job will be building strong relationships with business owners and their teams. You’ll get to know their needs and help them find the best insurance plans for their employees.

You’ll meet people in person and also reach out by phone, using our easy-to-use Salesforce CRM system. Your job isn’t just about making sales – it’s about becoming a trusted advisor to your clients and helping them feel cared for. You’ll keep in touch with them, answer their questions, and support them through things like claims.

What We’re Looking For:

- Experience in sales or working with customers, especially outside sales.

- Ability to teach others, both in person and online.

- Good at staying organized and talking to people clearly.

- A strong desire to help and care for others.

- Health & Life general lines license, or the ability to get it within 90 days (we’ll help you with this).

Position Overview:

This is an outside sales job where you’ll work in your own area. You’ll be trained to visit small and medium businesses, talking to business owners and key decision-makers about our insurance products. You’ll also give presentations to groups of employees, sometimes as large as 50-100 people. Your tasks will include:

- Responding to emails and phone calls from clients.

- Setting up meetings to review client needs.

- Attending meetings with your team or manager.

- Finding new businesses, taking care of referrals, and helping current clients: Business to Business Sales.

- Building and keeping up your own client list.

- Working with your manager to set sales goals each month and quarter.

- Building relationships with local business owners.

- Setting your own work schedule and sharing it with your manager each week.

- Following up on leads and cold calling new businesses in person.

- Reporting your daily sales activities.

We Offer:

- Training both online and in the field.

- Weekly draw pay with bonuses and commission eligibility upon start

- Quarterly and yearly incentive trips, cash bonuses, stock share bonuses, and lifetime-vested renewal commissions.

- Career growth opportunities based on how well you do.

- Continued training to improve your skills and grow as a leader.

- More flexible hours once you build your client list.

Additional Position Qualifications:

- Already licensed in Health & Life general lines, or willing to get your Health & Life license (we’ll help with the cost).

- Bachelor’s degree or at least 4 years of work experience. We’ll also consider candidates finishing their degree soon or with experience in outside sales.

Your New Journey: If you’re looking for a career where you can make a real difference, True North Group is the place for you. We’re excited to have a team that values honesty, care, and making a positive impact on others. Ready to grow your career in a supportive environment? Apply now and let’s make a difference together!

Learn more and apply at: https://www.thetruenorthgroupllc.com/