Outside Sales Representative Jobs in Kentucky
Outside Sales Representative jobs in Kentucky concentrate heavily in manufacturing distribution, healthcare services, and industrial supply, with consistent demand at every level from entry-level territory reps to senior account executives. Louisville, Lexington, and Cincinnati-area Northern Kentucky anchor the largest share of openings, where employers like Humana, Toyota, and Ashland Inc. maintain lasting regional operations. Medical device sales, logistics solutions, and B2B manufacturing accounts are the most in-demand specialties across the state. Scan the live roles below and apply to whichever ones fit.
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Are you looking for an Outside Sales position with unlimited earning potential in a flourishing industry? Are you looking for an opportunity where you can earn uncapped commissions while still having a base salary with full benefits? Have you been thinking about switching career paths and moving into sales? Hibu is here to set you up with best-in-class training so you can win and grow your career!
Year 1 on-target earnings between $87,000-$107,000 with ability to earn more through uncapped commissions and monthly bonuses! Year 2 on-target earnings between $101,000 - $119,000.
Why our people love working at Hibu (and why we have made Power Selling’s Top Companies to Sell for NINE years in a row!):
Base salary, expense allowance, mileage reimbursement, and uncapped earnings through commission and bonuses
Hybrid sales environment (home office and in-field work)
Recognition and incentives including an annual President’s Club Trip
Clear career path in both leadership and sales with high potential for promotions
3 weeks of classroom training followed by 9 weeks of field training while on the job and ongoing companywide support
Best-in-class digital marketing offerings in partnership with Google, Amazon, Instagram, Meta, and Microsoft
Community focused organization
Flexibility and work-life balance
By now, you are probably ready to apply immediately, but just in case you need 1 more reason to apply, check out this video from one of our sales reps on why Hibu is the right choice for you!
What you will be responsible for as an Outside Sales Representative:
Selling Digital Marketing solutions through a partnership selling model Websites, Search Ads, Display Ads, Reviews & Reputation Management, Social Ads, and SEO
Cold calling business owners and prospecting within a designated territory to set appointments and conduct strong needs assessments
Grow your own book of business by helping small businesses succeed and earn residual commissions for retaining your clients through strong account management
Perform virtual and in-person presentations to prospects
Build strong client relationships working within a wide variety of industries, making each day different!
Want to know more before going any further? Check out this short video of who we are, and we are sure you will want to explore further:
https://video.hibu.com/watch/kKXY8EF3zFsuGsU36yzom7
Requirements to win as an Outside Sales Representative:
Grit and relentless perseverance
Entrepreneurial spirit
Problem solver and relationship builder
Refuse to lose attitude every single day
Quick-witted, adaptable, and strategic
Our core values are something we live by every single day and what has helped to shape our business to become a leading provider of digital solutions along with a company people love working for. Check out this video to learn more about Hibu’s core values from our employees themselves:
https://video.hibu.com/watch/NdGvcR4FEsay3CvC43fjyQ
Working with us means joining a team of truly extraordinary people working to improve communities across the country. Joining our team means not only working in a fun environment with smart people, but also being able to take advantage of our competitive compensation, ongoing training, incentives, and generous benefits package.
Learn more about the Hibu culture here: Culture at Hibu
NOTE: Hibu is an Equal Opportunity Employer, and consistent with applicable law, provides reasonable accommodations for qualified individuals with disabilities and disabled veterans in completing our job application process. If you need reasonable accommodation and/or are having difficulty completing our online application process due to a disability you may use the following email address applicationaccomodation@hibu.com : Please include your name and contact information and the title of the position you are interested in. Note: this is not for general employment inquires or correspondence. Hibu will only respond to requests related to those who need assistance with the online application process due to a disability
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See All 51 Outside Sales Representative Jobs in Kentucky
Find roles in Kentucky that match your experience and apply in just a few clicks.
Find JobsOutside Sales Representative Jobs by City in Kentucky
Where Kentucky roles are concentrated, by current openings.
Outside Sales Representative Job Market in Kentucky
A snapshot from current Kentucky openings, updated as new roles post.
Who's Hiring


Top Industries Hiring
- Staffing & Recruiting
- Distribution & Wholesale
- Construction & Real Estate
What Kentucky Employers Look For
The qualifications that appear most often in outside sales representative jobs across Kentucky.
- Proven ability to meet or exceed assigned territory sales quotas consistently
- Valid driver's license and reliable vehicle for daily client visits across territory
- Bachelor's degree in business, marketing, or a related field preferred by most employers
- One to three years of outside or field sales experience in a relevant industry
- Proficiency with CRM platforms such as Salesforce to manage pipeline and activity
- Strong verbal communication and negotiation skills for in-person customer presentations
Outside Sales Representative Jobs in Kentucky: Frequently Asked Questions
How do you become a outside sales representative in Kentucky?
Most outside sales representative roles in Kentucky require a bachelor's degree in business, marketing, or a related field, though many employers will accept equivalent work experience in lieu of a degree. No statewide license is required for general outside sales. Candidates entering specialized sectors such as insurance or financial products must obtain the relevant Kentucky Department of Insurance or securities license before selling. Building a verifiable record of quota achievement and completing product-specific training from your employer are the clearest paths to getting hired.
How much do outside sales representatives make in Kentucky?
Outside sales representatives in Kentucky earn a median of about $64,280 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $36,030 for the lowest 10% to over $133,090 for the top 10%. Pay rises with experience, specialty, and employer.
Which companies hire outside sales representatives in Kentucky?
Employers hiring outside sales representatives in Kentucky right now include National Federation of Independent Business, Carter Lumber, and Cleft of the Rock, based on current listings on Migrate Mate as of November 2026. Kentucky's strong manufacturing base, major healthcare headquarters in Louisville, and active logistics corridor along I-65 and I-75 create steady demand from both large corporations and regional distributors throughout the state.
Which Kentucky cities have the most outside sales representative jobs?
Louisville, Lexington, and Madisonville account for the largest concentration of outside sales representative openings in Kentucky. Louisville drives the most volume as the state's largest metro and home to major healthcare, logistics, and consumer goods employers, while Lexington's manufacturing and agricultural equipment sectors generate steady territory roles, and Northern Kentucky benefits from proximity to the greater Cincinnati market and its dense distribution and industrial base.
Are there remote outside sales representative jobs in Kentucky?
Yes, but they're rare. Outside sales is defined by in-person client visits, so the role is inherently field-based rather than remote. About 40% of outside sales representative openings tied to Kentucky are remote or hybrid as of November 2026, and those positions typically involve inside account management or phone-based prospecting rather than traditional territory coverage. Roles in software and SaaS sales are the most likely to offer hybrid flexibility within this field.
How can I get hired as a outside sales representative in Kentucky with little or no experience?
The most realistic entry path is applying directly to companies with structured sales development programs, particularly in healthcare and manufacturing distribution, two of Kentucky's largest outside sales employers. Humana and large regional distributors based in Louisville and Lexington routinely hire sales development representatives or territory associate roles that are designed for candidates without prior outside sales experience. Moving laterally from a retail management, customer service, or inside sales position is also a common route. Obtaining an industry-specific credential, such as a Kentucky Department of Insurance license for those targeting insurance sales, strengthens your application considerably.
Where can I find and apply to outside sales representative jobs in Kentucky?
You can find and apply to outside sales representative jobs in Kentucky on Migrate Mate, which lists current Kentucky openings updated regularly. Search the listings to find roles that match your experience, territory preference, and industry focus, then apply directly to the ones that fit your background.
See All 51 Outside Sales Representative Jobs in Kentucky
Find roles in Kentucky that match your experience and apply in just a few clicks.
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