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Remote 1099 Insurance Agent Jobs in York, PA (NOW HIRING)

Pioneer Agency

Insurance Agent

Lancaster, PA · Remote

$50K - $75K/yr

We are a fast-growing insurance agency helping individuals and families with life, health, and ... Remote work opportunity with flexible scheduling * Competitive commission structure with bonus ...

Reid Agency

Remote Sales Professional

Harrisburg, PA · Remote

We are seeking a Remote Sales Professional to join our team in the Financial Services industry. The ... 1099 position with a 100% commission pay structure. Benefits Life Insurance Medical, Dental ...

Reid Agency

Remote Sales Professional

Harrisburg, PA · Remote

$500 - $30K/wk

We are seeking a Remote Sales Professional to join our team in the Financial Services industry. The ... 1099 position with a 100% commission pay structure. Benefits Life Insurance Medical, Dental ...

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All JobsRemote 1099 Insurance Agent JobsRemote 1099 Insurance Agent Jobs in York, PA

Remote 1099 Insurance Agent information

See York, PA salary details

$24.6K

$64K

$119.6K

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

As of May 28, 2026, the average yearly pay for remote 1099 insurance agent in York, PA is $63,992.00, according to ZipRecruiter salary data. Most workers in this role earn between $43,800.00 and $75,800.00 per year, depending on experience, location, and employer.

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

To thrive as a Remote 1099 Insurance Agent, you need strong sales acumen, comprehensive knowledge of insurance products, and a valid state insurance license. Familiarity with CRM software, quoting systems, and digital communication tools is typically required. Excellent self-motivation, communication, and customer relationship skills help agents stand out in a remote, commission-driven environment. These abilities are crucial for effectively building a client base, meeting sales targets, and succeeding independently in a competitive market.

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

Remote 1099 Insurance Agents often face challenges such as managing their own schedule, generating leads independently, and staying motivated without direct supervision. Building a strong daily routine, leveraging digital marketing strategies, and actively participating in virtual networking or training sessions can help overcome these hurdles. Additionally, effective communication with clients and insurance carriers is crucial, so utilizing reliable technology and CRM tools is highly recommended. Proactively seeking mentorship or support from online agent communities can also provide valuable guidance and encouragement.

What is a Remote 1099 Insurance Agent?

A Remote 1099 Insurance Agent is an independent contractor who sells insurance policies from a remote location, rather than working onsite at an agency or company office. The '1099' refers to the IRS tax form used for independent contractors, meaning they are not employees but self-employed individuals responsible for their own taxes. These agents typically earn commissions on the policies they sell and have flexibility in setting their own schedules. They often work with multiple insurance companies and must handle their own marketing, client acquisition, and administrative tasks.

What is the difference between Remote 1099 Insurance Agent vs Remote 1099 Insurance Broker?

AspectRemote 1099 Insurance AgentRemote 1099 Insurance Broker
CredentialsLicenses required for specific insurance typesSame as Insurance Agent, plus ability to represent multiple carriers
Work EnvironmentIndependent, remote salesIndependent, remote sales with broader carrier access
Employer/Industry UsageOften contracted directly with insurance companies or agenciesTypically contracted with multiple carriers or as an independent broker
Search/Comparison IntentFocus on individual insurance sales rolesFocus on roles involving multiple carrier representation

While both roles operate remotely as 1099 independent contractors, a Remote 1099 Insurance Agent primarily sells policies for specific insurance companies, requiring relevant licenses. A Remote 1099 Insurance Broker, on the other hand, can represent multiple carriers, offering clients broader options. The key difference lies in carrier access and licensing scope, impacting the sales approach and client offerings.

What are the most commonly searched types of 1099 Insurance Agent jobs in York, PA? The most popular types of 1099 Insurance Agent jobs in York, PA are:
What are popular job titles related to Remote 1099 Insurance Agent jobs in York, PA? For Remote 1099 Insurance Agent jobs in York, PA, the most frequently searched job titles are:
What job categories do people searching Remote 1099 Insurance Agent jobs in York, PA look for? The top searched job categories for Remote 1099 Insurance Agent jobs in York, PA are:
What cities near York, PA are hiring for Remote 1099 Insurance Agent jobs? Cities near York, PA with the most Remote 1099 Insurance Agent job openings:
Remote 1099 Insurance Agent jobs near you
Infographic showing various Remote 1099 Insurance Agent job openings in York, PA as of May 2026, with employment types broken down into 75% Full Time, 13% Part Time, 2% Temporary, and 10% Contract. Highlights an 100% Remote job distribution, with an average salary of $63,992 per year, or $30.8 per hour.

Health Insurance Agent

Pitch Health Solutions

Harrisburg, PA • Remote

$18 - $20/hr

Full-time

Posted 14 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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