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Insurance Agent Jobs in Windermere, FL (NOW HIRING)

Camesi Agency

Remote Insurance Agent

Orlando, FL · Remote

$80K - $120K/yr

Present clear, easy-to-understand life and health insurance solutions tailored to client needs. * Build and maintain client relationships through timely follow-up, education, and ongoing service.

Promoted2

Remote Insurance Agent

Orlando, FL · Remote

$69K/yr

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

Lone Star Careers

Remote Insurance Agent

Orlando, FL · Remote

$69K - $150K/yr

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

HSS Careers

Remote Insurance Agent

Kissimmee, FL · Remote

$69K - $150K/yr

Role Overview As a Remote Insurance Representative, you'll meet virtually with individuals and families who have requested information about their benefits and protection options. You'll educate ...

HSS Careers

Remote Insurance Agent

Sanford, FL · Remote

$69K - $150K/yr

Role Overview As a Remote Insurance Representative, you'll meet virtually with individuals and families who have requested information about their benefits and protection options. You'll educate ...

HSS Careers

Remote Insurance Agent

Orlando, FL · Remote

$69K - $150K/yr

Role Overview As a Remote Insurance Representative, you'll meet virtually with individuals and families who have requested information about their benefits and protection options. You'll educate ...

HMG Careers

Remote Insurance Agent

Sanford, FL · Remote

$69K/yr

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

HSS Careers

Remote Insurance Agent

Leesburg, FL · Remote

$69K - $150K/yr

Role Overview As a Remote Insurance Representative, you'll meet virtually with individuals and families who have requested information about their benefits and protection options. You'll educate ...

Sagility

Licensed Health Insurance Agents

Orlando, FL · On-site

$20 - $21/hr

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers exploring health insurance options. We have opportunities available supporting both Medicare and Under 65 ...

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All JobsInsurance Agent JobsInsurance Agent Jobs in Windermere, FL

Insurance Agent information

See Windermere, FL salary details

$22.2K

$57.9K

$108.1K

How much do insurance agent jobs pay per year?

As of Aug 21, 2026, the average yearly pay for insurance agent in Windermere, FL is $57,866.00, according to ZipRecruiter salary data. Most workers in this role earn between $39,600.00 and $68,500.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an insurance agent, and why are they important?

To thrive as an Insurance Agent, you need a solid understanding of insurance products, sales techniques, and relevant regulations, often supported by a state insurance license. Familiarity with customer relationship management (CRM) software and quoting systems is typically required. Strong interpersonal skills, active listening, and persuasive communication help agents build trust and effectively address client needs. These competencies are vital for meeting sales targets, ensuring compliance, and maintaining long-term client relationships.

What are some common challenges insurance agents face when building their client base, and how can they overcome them?

Insurance Agents often encounter challenges such as establishing trust with new clients, differentiating themselves in a competitive market, and managing client rejections. To overcome these obstacles, agents typically focus on building strong relationships through personalized service, maintaining up-to-date product knowledge, and leveraging networking opportunities. Successful agents also use digital marketing tools and referrals to expand their reach and consistently follow up with prospects to nurture long-term relationships.

What is the difference between Insurance Agent vs Insurance Broker?

AspectInsurance AgentInsurance Broker
CredentialsLicensed to sell policies for specific insurance companiesLicensed to represent multiple insurance companies and offer a variety of policies
Work EnvironmentTypically employed by an insurance company or agencyWorks independently or for brokerage firms, representing multiple insurers
Employer & Industry UsageInsurance companies, agenciesBrokerage firms, independent agencies
Search & Comparison IntentLooking for agents to buy policies from specific insurersSeeking brokers who can compare policies across multiple insurers

While both Insurance Agents and Insurance Brokers assist clients with insurance policies, agents usually represent a single insurer, whereas brokers work independently to compare options across multiple companies. Understanding these differences helps you choose the right professional for your insurance needs.

Is an insurance agent a good career?

An insurance agent is a sales professional who helps clients select insurance policies and provides ongoing service. The career offers flexible hours, commission-based income, and requires strong communication and sales skills, with success often dependent on building a client base and obtaining relevant licenses. It can be a stable and rewarding career for those interested in finance and customer service.

Is it hard to make money as an insurance agent?

Making money as an insurance agent can vary based on experience, sales skills, and the ability to build a client base. Income often depends on commissions from policies sold, and success typically requires persistence, networking, and product knowledge. Some agents earn substantial income, while others may find it challenging initially.
More about Insurance Agent jobs

What are popular job titles related to Insurance Agent jobs in Windermere, FL?

For Insurance Agent jobs in Windermere, FL, the most frequently searched job titles are:

What job categories do people searching Insurance Agent jobs in Windermere, FL look for?

The top searched job categories for Insurance Agent jobs in Windermere, FL are:

What cities near Windermere, FL are hiring for Insurance Agent jobs?

Cities near Windermere, FL with the most Insurance Agent job openings:

Insurance Agent jobs near you
Infographic showing various Insurance Agent job openings in Windermere, FL as of August 2026, with employment types broken down into 83% Full Time, 11% Part Time, and 6% Contract. Highlights an 89% In-person, and 11% Remote job distribution, with an average salary of $57,866 per year, or $27.8 per hour.

Remote Insurance Agent

Camesi Agency

Orlando, FL • Remote

$80K - $120K/yr

Other

Medical, Dental, Vision, Life

Re-posted 20 days ago

Job description

The Camesi Agency is a rapidly growing, fully remote brokerage focused on helping families protect their financial futures. We are seeking motivated work-from-home sales representatives to join our small, supportive team. This role is ideal for individuals who are goal-oriented, coachable, and interested in building a sales career with advancement into leadership. Comprehensive training and licensing support are provided.

Key Responsibilities

  • Conduct virtual consultations with prospective clients who have requested information and guidance.
  • Present clear, easy-to-understand life and health insurance solutions tailored to client needs.
  • Build and maintain client relationships through timely follow-up, education, and ongoing service.
  • Manage sales activities and maintain accurate client records in the CRM.
  • Track performance against personal and team sales goals; contribute to team metrics.
  • Participate in ongoing training, role-plays, and team meetings to refine sales and product knowledge.
  • Provide mentorship and support to newer team members as you progress into leadership roles.

Qualifications

  • Motivated, self-driven, and goal-oriented with strong interpersonal skills.
  • Comfortable working remotely and managing a flexible schedule independently.
  • Effective verbal and written communication skills with a consultative sales approach.
  • Prior sales, leadership, or customer service experience is beneficial but not required; entry-level candidates who are coachable are encouraged to apply.
  • Willingness to obtain a Life & Health insurance license; licensing support and guidance provided.
  • Reliable computer, high-speed internet connection, and a quiet workspace for client calls.

What We Offer

  • 100% remote work with a flexible schedule.
  • Commission income and performance-based bonuses.
  • Comprehensive training program, structured mentorship, and clear advancement pathways into leadership.
  • Supportive team environment within a small, growth-focused brokerage.
  • Benefits package including health, dental, vision, and life insurance; employee referral program.

Additional Information

  • Role focus: consultative sales of life and health insurance products to inbound prospective clients.
  • Performance expectations are transparent and supported through training and mentorship to accelerate success.
  • The Camesi Agency values professional development and promotes from within as team members demonstrate consistent performance and leadership potential.

We are an equal opportunity employer and welcome applicants who are enthusiastic about building a sales career in a remote environment supported by training and mentorship.