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Insurance Sales Rep Jobs in Naples, FL (NOW HIRING)

HMG Careers

Sales Representative Remote

Naples, FL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Sales Representative Remote

Golden Gate, FL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

Allstate Mike Arcentales

Insurance Sales Agent

Estero, FL · On-site

$60K - $75K/yr

Join a Growing Insurance Agency That Puts Customers First Are you a motivated sales professional who enjoys building relationships, helping people, and being rewarded for your results? We're looking ...

Allstate Mike Arcentales

Insurance Sales Agent

Estero, FL · On-site

$60K - $75K/yr

Join a Growing Insurance Agency That Puts Customers First Are you a motivated sales professional who enjoys building relationships, helping people, and being rewarded for your results? We're looking ...

Kimball Midwest

Sales Representative

Naples, FL · On-site

$55K - $95K/yr

Sales Representative (Hybrid) As a Sales Representative, you are accountable for engaging with ... Medical, dental, life, disability insurance, 401k and a deferred compensation plan Responsibilities

HMG Careers

Sales Manager Remote

Bonita Springs, FL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Manager

Bonita Springs, FL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Sales Manager Remote

Naples, FL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Manager

Golden Gate, FL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

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Showing results 1-20

All JobsInsurance Sales Rep JobsInsurance Sales Rep Jobs in Naples, FL

Insurance Sales Rep information

See Naples, FL salary details

$23.5K

$73.9K

$132.8K

How much do insurance sales rep jobs pay per year?

As of Aug 18, 2026, the average yearly pay for insurance sales rep in Naples, FL is $73,949.00, according to ZipRecruiter salary data. Most workers in this role earn between $42,400.00 and $105,000.00 per year, depending on experience, location, and employer.

What does an insurance sales rep do?

An Insurance Sales Representative sells insurance policies to individuals or businesses, helping clients choose coverage that best fits their needs. They explain various insurance products, answer questions about coverage, and assist with policy applications. Insurance Sales Reps also help clients make changes to their policies, process renewals, and file claims. Their goal is to ensure customers are adequately protected while meeting sales targets set by their employer.

What are the key skills and qualifications needed to thrive as an insurance sales rep?

To thrive as an Insurance Sales Representative, you need a solid understanding of insurance products, sales techniques, and typically a state-issued insurance license. Familiarity with customer relationship management (CRM) software and quoting platforms is important for managing leads and processing applications. Strong interpersonal skills, active listening, and persuasive communication help build trust and close sales with clients. These skills ensure you can effectively match clients with appropriate coverage, meet sales targets, and build lasting client relationships in a competitive market.

What are some common challenges faced by insurance sales reps, and how can they be overcome?

Insurance Sales Reps often encounter challenges such as meeting sales targets, overcoming client objections, and building a reliable client base. Success in this role typically requires perseverance, excellent communication skills, and the ability to educate clients about complex insurance products. Regular follow-up, leveraging CRM tools, and seeking mentorship from experienced colleagues can help new reps build confidence and improve their sales techniques. Additionally, staying updated on industry trends and continuously improving product knowledge can make it easier to address customer concerns effectively.

Is it hard to make money in insurance sales?

Insurance sales representatives can earn varying income levels based on commissions, sales skills, and client base. Success often depends on building relationships, product knowledge, and persistence, with income potential increasing as experience and sales volume grow.

What type of insurance sales rep pays the most?

In insurance sales, those specializing in high-net-worth clients or commercial insurance often earn the highest commissions and salaries. Experienced agents with strong sales skills, industry certifications, and a focus on complex policies tend to have higher earning potential compared to those selling standard personal lines insurance.

Why do most insurance sales representatives quit?

Many insurance sales representatives quit due to high rejection rates, inconsistent income, and the pressure to meet sales targets. The job often requires strong communication skills, self-motivation, and resilience, which can be challenging over time. Additionally, the commission-based pay structure can lead to financial instability, prompting some to leave the profession.

What cities near Naples, FL are hiring for Insurance Sales Rep jobs?

Cities near Naples, FL with the most Insurance Sales Rep job openings:

Insurance Sales Rep jobs near you
Infographic showing various Insurance Sales Rep job openings in Naples, FL as of August 2026, with employment types broken down into 1% As Needed, 75% Full Time, 20% Part Time, and 4% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $73,949 per year, or $35.6 per hour.

Entry Level Insurance Sales

Alleviation Enterprise LLC

Naples, FL • On-site

$65K - $89K/yr

Full-time

Medical, Dental, Vision, Life

Posted 16 days ago

Job description

Alleviation is a leading provider of supplemental insurance products aimed at providing financial security and peace of mind to individuals and families. We specialize in offering a range of insurance plans designed to complement existing coverage and help fill gaps in healthcare expenses. With a commitment to exceptional customer service and comprehensive coverage options, we are dedicated to making a positive difference in the lives of our clients.

Job Description:

We are currently seeking motivated individuals to join our team. In this entry-level role, you will have the opportunity to learn about the insurance industry while honing your sales and customer service skills. As an Insurance Sales Representative, you will be responsible for prospecting, contacting, and meeting with potential clients to discuss their insurance needs and present them with personalized coverage options. This role offers a dynamic and fast-paced work environment where you will have the opportunity to make a meaningful impact on the lives of others.

What Makes Someone Successful Here?

  • The ability to work through and overcome challenges.

  • An ability to manage your day and be effective & efficient with your workflow and schedule. You do not need or want someone to supervise or micromanage you throughout the workday.

  • Exceptional communication and presentation skills. You enjoy presenting or communicating in various environments and love talking to strangers and helping people open up to you.

  • Our top performers often share backgrounds as former college athletes, servers, small business owners, early starters, frequent travelers, and avid learners engaged in personal development activities. If you identify with any of these profiles, you could be an excellent fit for our team.

Core Responsibilities:

  • Utilize our customized Salesforce CRM to curate leads and generate clients while expanding your professional network within your territory and neighboring communities

  • Respond to client inquiries via phone, email, or text as needed

  • Schedule meetings with potential and existing clients to understand their insurance needs

  • Attend scheduled calls and meetings with your sales manager and team

  • Personally visit new businesses, develop relationships with local business owners, follow up on referral leads, and re-service existing clients

  • Build and nurture your own client portfolio

  • Collaborate with your sales team manager to set monthly and quarterly sales targets for yourself

  • Plan and adhere to your weekly schedule and working hours; submit your schedule to your sales team manager each week

  • Record daily work stats and sales activity updates at the end of each work day

ADDITIONAL QUALIFICATIONS:

  • Pass a high-level pre-employment background check

  • Active Driver's License and reliable transportation

  • Active Health & Life Insurance Producer license in your resident state (or willing to obtain - study course provided at no cost and state licensing fees reimbursement available)

  • Bachelor's degree or minimum of 4 years post-high school work experience (candidates within 6 months of degree completion or less than 4 years of professional work experience with relevant sales or athletic background will be considered)

COMPENSATION & BENEFITS:

  • Comprehensive classroom and field training program

  • Weekly draw pay option plus commissions (no caps and short sales cycle-3 business days) as well as monthly cash sales bonuses, quarterly stock share bonuses, incentive trips, and vested renewal commissions

  • Health, dental, and vision benefits offered after 60-days of employment

  • Performance-based promotions

  • Control of your schedule based on results achieved rather than time worked

  • Continuing professional development classes, advanced sales trainings, and leadership development classes

  • Culture of camaraderie, friendly competition, and success mindset

Apply now to be part of a team that embraces challenges and rewards effort!

www.alvtn.com