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Remote 1099 Health Insurance Agent Jobs (NOW HIRING)

Pitch Health Solutions

Health Insurance Agent

Aurora, IL · Remote

$18 - $20/hr

Remote Health Insurance Agent About Pitch Health Solutions Pitch Health Solutions is a rapidly growing national agency specializing in Medicare Advantage, Final Expense , and more, giving you ...

Pitch Health Solutions

Health Insurance Agent

Miami, FL · Remote

$18 - $20/hr

Remote Health Insurance Agent About Pitch Health Solutions Pitch Health Solutions is a rapidly growing national agency specializing in Medicare Advantage, Final Expense , and more, giving you ...

Pitch Health Solutions

Health Insurance Agent

Dallas, TX · Remote

$18 - $20/hr

Remote Health Insurance Agent About Pitch Health Solutions Pitch Health Solutions is a rapidly growing national agency specializing in Medicare Advantage, Final Expense , and more, giving you ...

Pitch Health Solutions

Health Insurance Agent

Biloxi, MS · Remote

$18 - $20/hr

Remote Health Insurance Agent About Pitch Health Solutions Pitch Health Solutions is a rapidly growing national agency specializing in Medicare Advantage, Final Expense , and more, giving you ...

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Remote 1099 Health Insurance Agent information

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$25K

$65K

$121.5K

How much do remote 1099 health insurance agent jobs pay per year?

As of Jun 8, 2026, the average yearly pay for remote 1099 health 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 Remote 1099 Health Insurance Agent vs Remote 1099 Life Insurance Agent?

AspectRemote 1099 Health Insurance AgentRemote 1099 Life Insurance Agent
CertificationsHealth insurance licenses, such as AHIPLife insurance licenses, such as state-specific life licenses
Work EnvironmentRemote, client-facing, insurance salesRemote, client-facing, insurance sales
Industry UsageCommon in health insurance sales and broker rolesCommon in life insurance sales and broker roles

Both roles involve remote sales and require industry-specific licenses. The main difference lies in the insurance type: health insurance agents focus on health plans, while life insurance agents specialize in life policies. Candidates should choose based on their licensing credentials and interest in health or life insurance products.

What are the key skills and qualifications needed to thrive as a Remote 1099 Health Insurance Agent, and why are they important?

To thrive as a Remote 1099 Health Insurance Agent, you need a valid state health insurance license, strong sales acumen, and a solid understanding of health insurance products. Familiarity with CRM platforms, quoting tools, and e-signature systems is typically required. Outstanding communication, self-motivation, and customer service skills help agents build trust and close deals in a remote setting. These capabilities are critical for effectively advising clients, meeting sales targets, and maintaining compliance as an independent contractor.

What are some common challenges faced by Remote 1099 Health Insurance Agents and how can they be managed?

Remote 1099 Health Insurance Agents often face challenges such as managing their own schedule, generating consistent leads, and staying motivated without in-person supervision. Since the role is commission-based and independent, agents must be proactive in marketing themselves and building a client base, often requiring strong self-discipline and organization skills. Many agents find it helpful to use CRM tools, set daily prospecting goals, and participate in industry webinars to stay updated and connected. Collaboration with agency teams may occur virtually, so strong communication skills and comfort with digital platforms are essential for success.

What is a Remote 1099 Health Insurance Agent?

A Remote 1099 Health Insurance Agent is an independent contractor who sells health insurance policies from a remote location, such as their home. The '1099' refers to the IRS tax form used for independent contractors, meaning agents are not employees but self-employed individuals. They typically work with multiple insurance carriers, help clients find suitable health insurance plans, and earn commissions on policies they sell. Working remotely allows them to serve clients over the phone, via email, or through online platforms without commuting to an office. This role offers flexibility but also requires self-motivation and the ability to manage one’s own business operations.
Infographic showing various Remote 1099 Health Insurance Agent job openings in the United States as of May 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $65,022 per year, or $31.3 per hour.

Health Insurance Agent

Pitch Health Solutions

Aurora, IL • Remote

$18 - $20/hr

Full-time

Posted 25 days ago

Job description

Remote Health Insurance Agent

About Pitch Health Solutions

Pitch Health Solutions is a rapidly growing national agency specializing in Medicare Advantage, Final Expense, and more, giving you unlimited opportunities to grow, maximize commissions, and build a long-term career in the industry.

We reward drive, professionalism, and consistency. If you're ambitious, coachable, and ready to grow, this is the perfect place to elevate your career.
This job is fully remote.

Your Path With Us
Step 1: Start of Employment (Transfer Agent Role)

Start your journey with a paid 2 to 4 week onboarding program where you will:

  • Use our dialer to outbound connect pre-qualified seniors with licensed agentsGain real-time call experience and confidence
  • Complete your carrier contracting & certifications
  • Receive hands-on coaching from industry experts

Once your contracting is complete, you’ll seamlessly transition to the next phase.

Step 2: Medicare & Senior Benefits Specialist

After onboarding, you will step into a fully active sales role with:

  • 100% inbound calls, no cold calling, no hunting, no chasing
  • A steady flow of interested, qualified prospects from our in-house marketing team
  • Live client transfers from individuals ready to explore Medicare or Final Expense coverage
  • The bandwidth to focus solely on what matters: connecting, educating, and closing

We do the marketing. We handle lead generation.You focus on serving clients and winning daily.
Compensation & Perks

Start of Employment (Transfer Agent Role)

Kick off your journey with a strong foundation and guaranteed earnings while you train:

  • $18/hour base pay, plus commissions per transfer
  • Paid 2 to 4 week onboarding with live call training and real call experience
  • Full-time schedule: Monday to Friday, from 9 AM till 6 PM EST (occasional Saturdays)
  • Includes a 1-hour lunch break
  • 100% Remote: Work from anywhere nationwide
  • Hands-on coaching, skill-building, and a clear path to promotion into your Medicare @Specialist role


Medicare & Senior Benefits Specialist

Unlock your full earning potential once you transition into active inbound sales:

  • $18–$20/hour base pay (based on experience)
  • Lucrative, performance-driven commissions
    • Top-performing Specialists consistently earn $2,000–$3,000 per week
  • All inbound calls — no cold calling, ever
  • Full-time schedule: Monday to Friday, from 9 AM till 6 PM EST (occasional Saturdays)
  • Includes a 1-hour lunch break
  • 100% Remote: Earn nationwide from the comfort of your home
  • Endless growth opportunities in a rapidly expanding organization

What You’ll Do as an Active Sales Agent

  • Handle qualified inbound calls (no dialing, no chasing)
  • Sell Medicare and Final Expense plans
  • Educate seniors, guide them through their options, and enroll them in coverage
  • Meet sales goals while maintaining compliance and professionalism

What We’re Looking For

  • Active health insurance license — licensed in 7+ states is a plus
  • 1+ year of insurance sales experience preferred (not required)
  • Strong closer with excellent communication skills
  • Coachable, motivated, and results-driven
  • Tech-ready: PC/laptop (i5+, 8GB RAM), wired internet, USB headset

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