ZipRecruiter

Log In

2

Remote W2 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 ...

next page

Showing results 1-20

All JobsW2 Health Insurance Agent JobsRemote W2 Health Insurance Agent Jobs

Remote W2 Health Insurance Agent information

See salary details

$25K

$65K

$121.5K

How much do remote w2 health insurance agent jobs pay per year?

As of Jun 9, 2026, the average yearly pay for remote w2 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 a Remote W2 Health Insurance Agent?

A Remote W2 Health Insurance Agent is a licensed professional who sells and manages health insurance policies for clients while working from a remote location, such as their home. The 'W2' designation means they are classified as employees and receive a W-2 tax form from their employer, rather than being independent contractors. These agents help individuals and businesses choose suitable health insurance plans, explain benefits and coverage options, and assist with enrollment and claims. Working remotely, they use phone, email, and video conferencing to communicate with clients and fulfill their job responsibilities. This role typically offers employee benefits, including possible health insurance, paid time off, and other perks.

How do Remote W2 Health Insurance Agents typically collaborate with their teams and supervisors while working from home?

Remote W2 Health Insurance Agents usually maintain regular communication with their teams and supervisors through virtual meetings, instant messaging platforms, and email. Many agencies schedule daily or weekly check-ins to discuss goals, share updates, and address challenges. Agents may also participate in virtual training sessions and use shared CRM systems to track leads and manage client information. This structured collaboration helps ensure agents receive support, stay aligned with company policies, and maintain high performance while working independently from home.

What is the difference between Remote W2 Health Insurance Agent vs Remote 1099 Health Insurance Agent?

AspectRemote W2 Health Insurance AgentRemote 1099 Health Insurance Agent
Employment StatusW2 EmployeeIndependent Contractor (1099)
Tax & BenefitsEmployer handles taxes, provides benefitsResponsible for own taxes, no employer benefits
Work EnvironmentTypically employed by a company, structured hoursSelf-employed, flexible hours
CertificationsOften requires licensing, certificationsSame licensing, but less employer support

Remote W2 Health Insurance Agents are employed by a company, receive benefits, and have taxes withheld by the employer. Remote 1099 agents are independent contractors, managing their own taxes and benefits. Both roles require licensing and certifications, but employment structure differs significantly.

What are the key skills and qualifications needed to thrive as a Remote W2 Health Insurance Agent, and why are they important?

To thrive as a Remote W2 Health Insurance Agent, you need a valid health insurance license, strong knowledge of insurance products, and sales acumen. Familiarity with CRM software, quoting tools, and online communication platforms is typically required. Exceptional interpersonal skills, self-motivation, and clear communication set top agents apart in a remote environment. These competencies enable agents to effectively advise clients, close sales, and maintain compliance while building trust and meeting organizational goals remotely.

Health Insurance Agent

Pitch Health Solutions

Norfolk, VA • Remote

$18 - $20/hr

Full-time

Posted 26 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

Powered by JazzHR

acqsttReKt