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Seasonal 1099 Insurance Agent Jobs (NOW HIRING)

Horace Mann Agent

Insurance Agent

Effingham, IL · On-site

This includes insurance to protect what they have today and financial products to help them prepare ... Competitive, performance-based [1099] compensation with an industry-leading 48-month incentive ...

Horace Mann Agent

Insurance Agent

Dekalb, IL · On-site

This includes insurance to protect what they have today and financial products to help them prepare ... Competitive, performance-based [1099] compensation with an industry-leading 48-month incentive ...

Horace Mann Agent

Insurance Agent

Geneva, IL · On-site

This includes insurance to protect what they have today and financial products to help them prepare ... Competitive, performance-based [1099] compensation with an industry-leading 48-month incentive ...

Horace Mann Agent

Insurance Agent

Carbondale, IL · On-site

This includes insurance to protect what they have today and financial products to help them prepare ... Competitive, performance-based [1099] compensation with an industry-leading 48-month incentive ...

Horace Mann Agent

Insurance Agent

Kankakee, IL · On-site

This includes insurance to protect what they have today and financial products to help them prepare ... Competitive, performance-based [1099] compensation with an industry-leading 48-month incentive ...

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Seasonal 1099 Insurance Agent information

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$25K

$65K

$121.5K

How much do seasonal 1099 insurance agent jobs pay per year?

As of Aug 30, 2026, the average yearly pay for seasonal 1099 insurance agent in the United States is $65,022.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,500.00 and $77,000.00 per year, depending on experience, location, and employer.

What is the difference between Seasonal 1099 Insurance Agent vs Full-Time Insurance Agent?

AspectSeasonal 1099 Insurance AgentFull-Time Insurance Agent
Work ScheduleSeasonal, limited hours during peak timesYear-round, consistent hours
Employment TypeIndependent contractor (1099)Employee or independent contractor
CertificationsRequired licenses, same as full-time agentsRequired licenses, same as seasonal agents
Work EnvironmentRemote or in-office, flexibleOffice, remote, or hybrid

Seasonal 1099 Insurance Agents work primarily during peak seasons, earning commissions on sales, with flexible hours and independent contractor status. Full-Time Insurance Agents work year-round, often with a fixed schedule and benefits. Both roles require similar licensing and certifications, but differ mainly in duration and employment structure.

What cities are hiring for Seasonal 1099 Insurance Agent jobs?

Cities with the most Seasonal 1099 Insurance Agent job openings:

What are the most commonly searched types of 1099 Insurance Agent jobs?

The most popular types of 1099 Insurance Agent jobs are:

What states have the most Seasonal 1099 Insurance Agent jobs?

States with the most job openings for Seasonal 1099 Insurance Agent jobs include:

Seasonal 1099 Insurance Agent jobs near you

Health Insurance Agent (1099 Independent Contractor)

Leavitt Group

Boca Raton, FL • On-site

$3.0K - $4.0K/wk

Contractor

Posted 9 days ago

Leavitt Group rating

6.9

Company rating: 6.9 out of 10

Based on 13 frontline employees who took The Breakroom Quiz

262nd of 315 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

What Leavitt Group employees say

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