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

ARTHREX

Orthopedic Sales Representative

Naples, FL · On-site

Orthopedic Sales Representative Arthrex is searching for an Orthopedic Sales Representative for ... Company-Provided Life Insurance * Voluntary Life Insurance * Flexible Spending Account (FSA)

HMG Careers

Work From Home Sales Specialist

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 ...

AT&T

Field Sales Representative

Naples, FL · On-site

$100K/yr

Field Sales Representatives at AT&T are driven to connect - every interaction is an opportunity to ... Disability Benefits (short term and long term) * Life and Accidental Death Insurance * Supplemental ...

AT and T

Field Sales Representative

Naples, FL · On-site

$100K/yr

Field Sales Representatives at AT&T are driven to connect - every interaction is an opportunity to ... Disability Benefits (short term and long term) * Life and Accidental Death Insurance * Supplemental ...

HMG Careers

Work From Home Sales Specialist

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

Work From Home Sales Specialist

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

Work From Home Sales Specialist

Estero, 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 Representative

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

Work From Home Sales Specialist

Goodland, 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 Representative

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

Work From Home Sales Specialist

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 Representative

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 ...

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Showing results 21-40

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.

Remote Commission Sales Specialist

HMG Careers

Bonita Springs, FL • Remote

$69K/yr

Full-time

Re-posted 7 days ago

Job description

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 remotely, serving clients by providing guidance and protection solutions for individuals and families.

What We Offer

  • Remote, work-from-home career
  • Average first-year earnings of $69K through commissions and bonuses
  • Increased earning potential in later years through performance and renewals
  • Residual income opportunities through client renewals
  • Unionized position with stock options
  • Comprehensive benefits package including medical, dental, and prescription coverage
  • Ongoing training and mentorship from experienced managers
  • High-quality leads provided with no cold calling friends or family
  • Flexible scheduling within a career-focused structure
  • Advancement and recognition opportunities with promotion from within
  • Supportive and collaborative virtual team environment

Qualities We Value

  • Willingness to learn and be coached through structured training
  • Friendly, outgoing, and professional communication style
  • Genuine desire to help others by providing guidance and solutions
  • Strong verbal communication and relationship-building skills
  • Sales or customer service experience is helpful but not required

Qualifications

  • Laptop or desktop computer with a working camera
  • Insurance license required or willingness to obtain one
  • Basic computer skills
  • Must reside in North America including the United States or Canada
  • We do not hire candidates residing outside North America

Responsibilities

  • Contact provided leads to schedule virtual meetings with clients
  • Present benefit programs and assist clients with enrollment
  • Build and maintain strong client relationships
  • Work closely with your manager to set goals and achieve them