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Insurance Jobs in Lexington, KY (NOW HIRING)

Remote Insurance Agent

Lexington, KY · Remote

$60K - $110K/yr

Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year income with full training and qualified leads provided - join a fast-growing national financial services ...

Aflac benefits advisors work directly with business owners and HR representatives to plan supplemental insurance coverage and other value-added services for employees. It's a key role with growth ...

No finance or insurance background needed. We'll train you and get you licensed. Why recent grads skip the "traditional job" path Typical entry-level job This role -- year one potential $42K-$55K ...

Showing results 21-40

Insurance information

See Lexington, KY salary details

$27.1K

$50.8K

$75.6K

How much do insurance jobs pay per year?

As of Aug 8, 2026, the average yearly pay for insurance in Lexington, KY is $50,847.00, according to ZipRecruiter salary data. Most workers in this role earn between $41,900.00 and $58,100.00 per year, depending on experience, location, and employer.

What are some common challenges faced by professionals working in the insurance industry, and how can they be addressed?

Professionals in the insurance industry often encounter challenges such as staying updated with changing regulations, managing complex client needs, and handling a high volume of claims or policy inquiries. Navigating regulatory changes requires continuous professional development and attention to compliance updates. Effective communication and organizational skills are vital for managing client expectations and workloads efficiently. Building strong relationships with underwriters, claims adjusters, and clients can also help address these challenges and ensure successful outcomes.

What is the difference between Insurance vs Insurance Agent?

AspectInsuranceInsurance Agent
CredentialsVaries by role; may include licenses for specific insurance typesRequires state licensing and certification
Work EnvironmentOffice, online, or client sitesOffice, client meetings, or remote
Employer & IndustryInsurance companies, brokers, agenciesInsurance agencies, brokerages, companies
Job FocusDeveloping, selling, managing insurance policiesSelling insurance policies, client consultation

Insurance is a broad industry encompassing various roles, including Insurance Agents. Insurance Agents specifically focus on selling and advising clients on insurance policies, often requiring licensing. While Insurance professionals may work in different capacities, Insurance Agents are directly involved in client interactions and policy sales, making their roles closely linked but distinct within the industry.

What are the key skills and qualifications needed to thrive in an insurance professional role, and why are they important?

To thrive in an insurance role, you need strong analytical abilities, attention to detail, and a solid understanding of insurance products, often supported by a relevant degree or insurance-specific certifications such as CPCU or CLU. Familiarity with policy management software, customer relationship management (CRM) systems, and underwriting tools is commonly required. Excellent communication, problem-solving skills, and a customer-focused mindset help professionals build trust and effectively address client needs. These competencies are vital for ensuring accurate policy management, regulatory compliance, and delivering high-quality client service in a competitive industry.

What do insurance agents do?

Insurance premium auditors are employees of a variety of companies. You can work with businesses who specialize in handling premium audits, risk management, or business process outsourcing, but most available positions are with insurance companies. You can choose a field based on the type of insurance you’re most familiar with such as workers’ compensation, car, home, or life insurance, or choose a company that works with all insurance types. Some positions require working on the phone, while others require traveling within an assigned geographic area.

What careers are there in insurance?

Careers in insurance include roles such as insurance agents, underwriters, claims adjusters, actuaries, and risk managers. These positions often require strong communication, analytical skills, and industry-specific certifications or licenses. The insurance industry offers opportunities in sales, underwriting, claims processing, and risk assessment across various companies and environments.
What are the most commonly searched types of Insurance jobs in Lexington, KY? The most popular types of Insurance jobs in Lexington, KY are:
What cities near Lexington, KY are hiring for Insurance jobs? Cities near Lexington, KY with the most Insurance job openings:
Infographic showing various Insurance job openings in Lexington, KY as of August 2026, with employment types broken down into 86% Full Time, and 14% Contract. Highlights an 86% In-person, and 14% Remote job distribution, with an average salary of $50,847 per year, or $24.4 per hour.

Insurance Sales Representative

Cleft of the Rock, Inc.

Georgetown, KY • On-site

$75K - $95K/yr

Full-time, Contractor

Re-posted 13 days ago


Job description

Insurance Sales Representative

About the Role

We're looking for a motivated Insurance Sales representative to join our team and make a real impact. You'll meet with business owners, managers, and employees to provide supplemental insurance solutions that protect what matters most.

This is a full-time, outside sales role with a focus on relationship-building, client support, and helping businesses and individuals secure their financial future.


What You'll Do

  • Build relationships and maintain your own book of business.

  • Conduct face-to-face consultations and group presentations (1100+ people).

  • Follow up on leads, schedule appointments, and respond to client needs.

  • Manage your schedule while collaborating with a supportive team.

  • Hit monthly and quarterly sales goals with guidance from your manager.


What We Offer

  • Comprehensive training and mentorship.

  • Weekly draw pay, plus commissions and bonuses.

  • Advancement, incentive trips, cash bonuses, and stock share opportunities.

  • Flexible schedule once you've built your client base.

  • Work in a collaborative, caring culture that feels like family.


Who You Are

  • Service-oriented, empathetic, and motivated by helping others.

  • Self-driven, resilient, and able to manage your own schedule.

  • Professional, positive, and relationship-focused.

  • Licensed in Health & Life (or willing to obtain license; reimbursement available).


Company:Cleft on the Rock
Compensation:$75,000 - $95,000 per year withdraw pay, commissions, and bonuses as an independent contractor
Schedule:MondayFriday, weekends as needed
Location:Remote/Hybrid, B2B Sales

Join Us

Help businesses and individuals protect what matters most while building a rewarding career. Apply today to become an Insurance Sales representative with Cleft of the Rock!

Learn more: www.thecleftoftherock.com