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Seasonal Insurance Agent Jobs in Florida (NOW HIRING)

Leavitt Group

Medicare Supplement Agent

Boca Raton, FL · On-site

$3.0K - $4.0K/wk

Medicare Supplement Licensed Insurance Agent Health Exchange Agency - Boca Raton, FL At Health ... Year-Round Business - No downtime, no seasonal drop-off. * Proven Culture of Closers - Work with a ...

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 ... This is a seasonal, fully remote opportunity. Schedules, pay rates, program details, and assignment ...

Sagility

Licensed Health Insurance Agents

Orlando, FL · On-site

$21/hr

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers ... This is a seasonal, fully remote opportunity. Schedules, pay rates, program details, and assignment ...

Sagility

Licensed Health Insurance Agents

Tampa, FL · On-site

$20 - $21/hr

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers ... This is a seasonal, fully remote opportunity. Schedules, pay rates, program details, and assignment ...

Sagility

Licensed Health Insurance Agents

Tampa, FL · On-site

$21/hr

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers ... This is a seasonal, fully remote opportunity. Schedules, pay rates, program details, and assignment ...

Sagility

Licensed Health Insurance Agents

Orlando, FL · On-site

$21/hr

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers ... This is a seasonal, fully remote opportunity. Schedules, pay rates, program details, and assignment ...

Sagility

Licensed Health Insurance Agents

Tampa, FL · On-site

$21/hr

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers ... This is a seasonal, fully remote opportunity. Schedules, pay rates, program details, and assignment ...

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Seasonal Insurance Agent information

What is a seasonal insurance agent?

Seasonal insurance agents are professionals who are hired temporarily, usually during peak periods like open enrollment or tax season, to help clients with their insurance needs. They assist customers in selecting, enrolling in, or renewing insurance policies such as health, auto, or life insurance. Seasonal agents often work for insurance companies, agencies, or as independent brokers and may specialize in specific types of insurance. Their roles are crucial during times of high demand, ensuring customers receive timely support and guidance.

What are the key skills and qualifications needed to thrive as a seasonal insurance agent?

To thrive as a Seasonal Insurance Agent, you need a solid understanding of insurance products, sales techniques, and relevant licensing, often supported by state-specific insurance certifications. Familiarity with customer relationship management (CRM) software, quoting tools, and e-signature platforms is commonly required. Outstanding interpersonal skills, resilience, and persuasive communication help agents build client trust and close sales efficiently. These abilities are crucial for meeting seasonal demand, ensuring regulatory compliance, and maximizing client satisfaction in a competitive market.

What are the typical challenges faced by seasonal insurance agents during peak enrollment periods?

Seasonal insurance agents often experience high call volumes and tight deadlines during peak enrollment periods, such as open enrollment for health insurance or renewal seasons for property and casualty policies. Balancing customer inquiries, application processing, and keeping up with frequent policy updates can be demanding. Adaptability and strong organizational skills are essential to manage the fast-paced environment. Team collaboration is also key, as agents frequently coordinate with underwriters and customer service representatives to resolve client issues efficiently.

What is the difference between Seasonal Insurance Agent vs Full-Time Insurance Agent?

AspectSeasonal Insurance AgentFull-Time Insurance Agent
CredentialsLicensing required, same as full-time agentsLicensing required, same as seasonal agents
Work EnvironmentTemporary, high activity during peak seasonsYear-round, consistent schedule
Employment DurationLimited to specific seasons or monthsOngoing, full-year employment
CompensationCommission-based, often seasonal bonusesCommission plus benefits, steady income

Seasonal Insurance Agents work primarily during peak seasons, focusing on short-term sales, while Full-Time Insurance Agents maintain year-round client relationships and sales activities. Both roles require similar licensing but differ mainly in duration and work schedule.

Why do so many insurance agents quit?

Many insurance agents quit due to the high competition, variable income, and the need for strong sales skills. The job often involves commission-based pay, which can lead to financial instability, especially for new agents, and requires persistence and ongoing client relationship management.

What are the most commonly searched types of Insurance Agent jobs in Florida?

The most popular types of Insurance Agent jobs in Florida are:

Seasonal Insurance Agent jobs near you
Infographic showing various Seasonal Insurance Agent job openings in Florida as of August 2026, with employment types broken down into 86% Full Time, and 14% Part Time. Highlights an 100% In-person job distribution.

Health Insurance Agent (1099 Independent Contractor)

Leavitt Group

Boca Raton, FL • On-site

$3.0K - $4.0K/wk

Contractor

Posted 5 days ago

Leavitt Group rating

6.9

Company rating: 6.9 out of 10

Based on 13 frontline employees who took The Breakroom Quiz

260th of 311 rated insurance

Job description

Health Insurance Agent (1099 Independent Contractor)
2-15, 2-40 or willing to get licensed
Health Exchange Agency - Boca Raton, FL
At Health Exchange Agency (HEA), we're not another call center-we're a high-performance Medicare Supplement agency built by agents, for agents. With AEP around the corner, we have more high-quality leads than we can handle. We're looking for licensed or willing to get licensed health insurance agent contractors ready to close and cash in. This isn't just busy seasonally. Our lead flow is heavy all year long, and our top contractors are consistently making $2k - $3K per week. If you know how to close, you'll never run out of opportunity here.
What We Offer:
  • High Weekly Compensation -average $2K+ weekly; top performers $3K-$4K
  • Non-Stop Leads Provided - Never worry about chasing your next client: utilize company-provided leads and resources
  • Bonuses on Top of Commission - Weekly, monthly, and AEP-specific bonuses
  • Paid Training & Ongoing Support - We set you up to win and keep winning
  • Year-Round Business - No downtime, no seasonal drop-off.
  • Proven Culture of Closers - Work with a team of professionals who perform at the highest level

Your Role:
  • 1099 Independent Contractor Position
  • Help seniors choose the right Medicare Supplement plan with confidence
  • Work a consistent flow of pre-screened, high-intent leads
  • Build client trust through strong follow-up and expert guidance
  • Leverage provided leads and your sales expertise to maximize production and earnings.
  • Stay current on carrier updates, compliance, and product changes

What We're Looking For:
  • Proven closers who thrive in a fast-paced, high-lead environment
  • Hungry, self-motivated professionals ready to make serious money
  • Agents who want to maximize their earnings
  • This is a long-term independent contractor opportunity with year-round lead availability

#LI-AH1 #LI-LM1

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