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Entry Level Contracting Jobs in Kentucky (NOW HIRING)

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Entry Level Contracting information

How to get into entry level contracting work with no experience?

Entry level contracting jobs often require basic skills such as manual labor, familiarity with tools, and a willingness to learn. Gaining relevant certifications, such as OSHA safety training, and starting with apprenticeships or temporary positions can help build experience and improve job prospects in this field.

What is entry level contracting?

Entry level contracting jobs are positions that allow individuals to begin a career in the field of contract management, administration, or procurement. These roles typically involve supporting the preparation, review, and administration of contracts for goods and services. Entry level contracting professionals often work in both government and private sectors, assisting with compliance, documentation, and communication between parties involved in a contract. These jobs require attention to detail, good communication skills, and an understanding of basic contract principles. Most positions require a bachelor's degree, though some may offer on-the-job training.

What are the key skills and qualifications needed to thrive as an entry level contracting professional?

To succeed in Entry Level Contracting, you need a basic understanding of procurement processes, contract law, and strong analytical skills, often supported by a relevant bachelor's degree. Familiarity with contract management systems, Microsoft Office Suite, and, in some sectors, certifications like FAC-C Level I or DAWIA are commonly required. Attention to detail, effective communication, and organizational skills help professionals manage documentation and collaborate with vendors and internal teams. These competencies ensure contracts are handled accurately, deadlines are met, and organizational interests are protected.

What are some common challenges faced by entry level contracting professionals, and how can they be addressed?

Entry level contracting professionals often encounter challenges such as navigating complex regulations, understanding contract language, and managing multiple deadlines simultaneously. To address these, it's important to develop strong organizational skills, seek mentorship from experienced colleagues, and take advantage of training resources offered by your employer. Regularly collaborating with legal and procurement teams can also help you build confidence and ensure compliance. Staying proactive about learning and asking questions will greatly ease your transition into this dynamic field.

What is the difference between Entry Level Contracting vs Entry Level Consulting?

AspectEntry Level ContractingEntry Level Consulting
Required CredentialsHigh school diploma or equivalent; some technical skillsBachelor's degree often in business, management, or related fields
Work EnvironmentTemporary projects, on-site or remote, often manual or technical tasksAdvisory roles, client meetings, analysis, and strategic planning
Employer & Industry UsageContracting firms, construction, IT, manufacturingConsulting firms, management, IT, finance

Entry Level Contracting typically involves short-term, technical, or manual work often in construction, IT, or manufacturing sectors. Entry Level Consulting focuses on providing strategic advice and analysis to clients, usually requiring a bachelor's degree. While both roles are entry-level, contracting emphasizes hands-on tasks, whereas consulting emphasizes problem-solving and strategic thinking.

What are the most commonly searched types of Contracting jobs in Kentucky? The most popular types of Contracting jobs in Kentucky are:
What are popular job titles related to Entry Level Contracting jobs in Kentucky? For Entry Level Contracting jobs in Kentucky, the most frequently searched job titles are:
What job categories do people searching Entry Level Contracting jobs in Kentucky look for? The top searched job categories for Entry Level Contracting jobs in Kentucky are:
Entry Level Contracting jobs near you
Infographic showing various Entry Level Contracting job openings in Kentucky as of August 2026, with employment types broken down into 88% Full Time, 7% Part Time, and 5% Contract. Highlights an 86% Physical, 4% Hybrid, and 10% Remote job distribution.

B2B Sales Representative Entry Level

Cleft of the Rock, Inc.

Nicholasville, KY • On-site

$65K - $85K/yr

Full-time, Contractor

Re-posted 5 days ago

Job description

B2B Sales Representative - Entry Level

About Us

At Cleft of the Rock, we believe business is about people first. Our mission is to help businesses and their teams secure supplemental insurance solutions that protect what matters most. We focus on understanding needs, providing compassionate guidance, and ensuring clients feel supported and valued.

We are a team that thrives on service, empathy, and building meaningful relationships. If helping others and making a tangible difference motivates you, this is the place to grow both personally and professionally.

Your Role

As a B2B Sales Representative, you'll leverage your natural empathy and relationship-building skills to guide business owners and decision-makers toward solutions that genuinely help their employees. You'll educate, consult, and support clients throughout the sales process, ensuring they feel confident and cared for.

What You'll Do:

  • Build strong, trusting relationships with businesses in your territory.

  • Conduct needs-based consultations to identify the best supplemental insurance options.

  • Present and enroll clients in programs that protect their teams.

  • Follow up to ensure ongoing satisfaction and long-term relationships.

  • Participate in training and mentorship to continue growing your skills and impact.

What We Offer:

  • Comprehensive training and hands-on mentorship.

  • Licensing assistance and reimbursement to help you get started.

  • A team culture focused on empathy, service, and collaboration.

  • Unlimited earning potential with commission-based pay (average $65,000$85,000 annually for entry-level agents).

  • Optional base draw during your first 6 weeks to support your transition.

Who You Are:

  • You are empathetic, service-minded, and thrive when helping others.

  • You are driven, ambitious, and want to grow both personally and professionally.

  • You communicate with warmth, professionalism, and authenticity.

  • You enjoy building strong relationships and being a trusted advisor.

  • You are motivated by making a positive impact while achieving your own goals.

Company:Cleft on the Rock
Employment Type: Full-Time | Independent Contractor
Industry: Supplemental Insurance | Business-to-Business Sales
Compensation: Commission-Based (Average $65,000$85,000 per year) Optional base draw for your first few weeks to help get you started
Location: Local Territory (In-person)

Join Us

If you're ready to use your talents for empathy, service, and connection to make a real impact in the lives of businesses and their teams, Cleft of the Rock is the right place for you.

Apply today and take the first step toward a career that blends purpose with opportunity.

Learn more at: www.thecleftoftherock.com