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Remote Entry Level Insurance Jobs in Chesapeake, VA

AO Globe Life

Be Seen First

Remote Inside Sales Representative - Entry Level

Virginia Beach, VA · Remote

$60K - $80K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Remote Inside Sales Representative - Entry Level RESIDENCY REQUIREMENT: Applicants must currently ... You don't need a background in insurance or sales. We provide training, coaching, and the resources ...

Aoglobelife

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Entry Level Remote Benefit Specialist-No Experience Required

Chesapeake, VA · Remote

$60K - $100K/yr

  • Medical

  • Dental

  • Vision

  • Life

AO Globe Life i s seeking an Entry-Level Remote Benefits Specialist to join our Client Services and ... No prior insurance or employee benefits experience is required. Paid training, ongoing mentorship ...

Aoglobelife

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Entry Level Remote Benefit Specialist-No Experience Required

Chesapeake, VA · Remote

$60K - $100K/yr

  • Medical

  • Dental

  • Vision

  • Life

AO Globe Life i s seeking an Entry-Level Remote Benefits Specialist to join our Client Services and ... No prior insurance or employee benefits experience is required. Paid training, ongoing mentorship ...

Aoglobelife

Be Seen First

Entry Level Remote Benefit Specialist-No Experience Required

Chesapeake, VA · Remote

$60K - $100K/yr

  • Medical

  • Dental

  • Vision

  • Life

AO Globe Life i s seeking an Entry-Level Remote Benefits Specialist to join our Client Services and ... No prior insurance or employee benefits experience is required. Paid training, ongoing mentorship ...

InsuraTec

Sales Representative (Remote)

Suffolk, VA · Remote

InsuraTec is a leading provider in financial planning and insurance services. We're looking for ... Qualifications: * Entry-Level Friendly : No prior experience needed; we offer full training. * Self ...

InsuraTec

Sales Representative (Remote)

Hampton, VA · Remote

InsuraTec is a leading provider in financial planning and insurance services. We're looking for ... Qualifications: * Entry-Level Friendly : No prior experience needed; we offer full training. * Self ...

InsuraTec

Sales Representative (Remote)

Chesapeake, VA · Remote

InsuraTec is a leading provider in financial planning and insurance services. We're looking for ... Qualifications: * Entry-Level Friendly : No prior experience needed; we offer full training. * Self ...

InsuraTec

Sales Representative (Remote)

Norfolk, VA · Remote

InsuraTec is a leading provider in financial planning and insurance services. We're looking for ... Qualifications: * Entry-Level Friendly : No prior experience needed; we offer full training. * Self ...

InsuraTec

Sales Representative (Remote)

Portsmouth, VA · Remote

InsuraTec is a leading provider in financial planning and insurance services. We're looking for ... Qualifications: * Entry-Level Friendly : No prior experience needed; we offer full training. * Self ...

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All JobsInsurance JobsRemote Entry Level Insurance JobsRemote Entry Level Insurance Jobs in Chesapeake, VA

Remote Entry Level Insurance information

See Chesapeake, VA salary details

$13

$30

$54

How much do remote entry level insurance jobs pay per hour?

As of Aug 18, 2026, the average hourly pay for remote entry level insurance in Chesapeake, VA is $30.79, according to ZipRecruiter salary data. Most workers in this role earn between $16.11 and $45.29 per hour, depending on experience, location, and employer.

What is a remote entry level insurance job?

A Remote Entry Level Insurance job is a position in the insurance industry that allows you to work from home or any location outside of a traditional office setting. These roles typically involve tasks such as customer service, data entry, claims processing, or sales support, and are designed for individuals who are new to the insurance field. Most entry-level positions provide on-the-job training and do not require prior insurance experience, making them ideal for those starting their careers. Working remotely offers flexibility, but you will still need strong communication skills and a reliable internet connection. These jobs are a great way to gain experience and learn about the insurance industry while enjoying the benefits of remote work.

What are the key skills and qualifications needed to thrive as a remote entry level insurance professional?

To thrive as a Remote Entry Level Insurance professional, you need a basic understanding of insurance principles, attention to detail, and often a high school diploma or equivalent. Familiarity with CRM software, insurance databases, and industry-specific platforms, as well as state licensing when required, is important. Strong communication, time management, and problem-solving skills help you effectively assist clients and manage tasks remotely. These competencies ensure accuracy, regulatory compliance, and high-quality customer service in a virtual work environment.

What are some common challenges faced by remote entry level insurance professionals, and how can they be overcome?

Remote entry-level insurance professionals often encounter challenges such as learning complex products and regulations without in-person mentorship, staying motivated while working independently, and effectively communicating with both clients and team members virtually. To overcome these, it's helpful to proactively seek out training resources, participate in regular team meetings, and use collaboration tools to stay connected. Establishing a structured daily routine and setting clear goals can also boost productivity and help new hires adapt to the remote work environment.

What is the difference between Remote Entry Level Insurance vs Remote Insurance Customer Service Representative?

AspectRemote Entry Level InsuranceRemote Insurance Customer Service Representative
Required CredentialsHigh school diploma or equivalent; some roles may prefer insurance licensesHigh school diploma; insurance licenses optional but beneficial
Work EnvironmentHome-based, flexible hours, independent workHome-based, customer interaction, team communication
Industry UsageEntry-level roles across insurance companies, agencies, brokersCustomer support roles within insurance companies or agencies
Search & Comparison IntentUnderstanding entry-level insurance roles, job requirementsCustomer service duties, communication skills, job responsibilities

Remote Entry Level Insurance roles focus on general insurance tasks and may require basic licensing, while Remote Insurance Customer Service Representatives primarily handle customer inquiries and support. Both are entry-level, home-based positions within the insurance industry, but they differ in daily responsibilities and skill emphasis.

What are popular job titles related to Remote Entry Level Insurance jobs in Chesapeake, VA?

For Remote Entry Level Insurance jobs in Chesapeake, VA, the most frequently searched job titles are:

What job categories do people searching Remote Entry Level Insurance jobs in Chesapeake, VA look for?

The top searched job categories for Remote Entry Level Insurance jobs in Chesapeake, VA are:

What cities near Chesapeake, VA are hiring for Remote Entry Level Insurance jobs?

Cities near Chesapeake, VA with the most Remote Entry Level Insurance job openings:

Remote Entry Level Insurance jobs near you
Infographic showing various Remote Entry Level Insurance job openings in Chesapeake, VA as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 90% Physical, 1% Hybrid, and 9% Remote job distribution, with an average salary of $64,036 per year, or $30.8 per hour.

Remote Inside Sales Representative - Entry Level

AO Globe Life

Virginia Beach, VA • Remote

$60K - $80K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

This job post has expired today. Applications are no longer accepted.

Job description

Remote Inside Sales Representative – Entry Level

RESIDENCY REQUIREMENT: Applicants must currently reside in Virginia, Illinois, California, or Washington in the U.S., OR anywhere in Canada.

100% Remote | Full-Time | Entry-Level | Training Provided | No Cold Calling

A Remote Sales Role Built Around Real Client Conversations

AO Globe Life is expanding its remote sales team and is seeking individuals who enjoy working with people, communicating clearly, and learning new skills.

In this position, you’ll connect with clients who have already requested information about their available benefits. You’ll have scheduled conversations, learn about their needs, explain relevant options, and assist them with the next steps.

You don't need a background in insurance or sales. We provide training, coaching, and the resources needed to learn the role.

Your Day-to-Day

  • Meet with clients through scheduled phone or virtual appointments
  • Ask questions to understand each client's situation and priorities
  • Present available benefit solutions in an easy-to-understand way
  • Respond to client questions and provide accurate information
  • Help clients complete the appropriate enrollment or application steps
  • Follow up with clients when needed
  • Keep client information and activity organized
  • Participate in team meetings, coaching, and ongoing training

This is a client-focused sales position. You will work with provided leads and scheduled opportunities rather than making unsolicited cold calls.

What You Can Expect

  • 100% work-from-home position
  • Qualified leads provided
  • No cold calling
  • Flexible full-time scheduling
  • Training and one-on-one coaching
  • Weekly commission-based compensation
  • Uncapped earning potential based on performance
  • Opportunities to take on additional responsibility as you develop
  • Remote team environment with ongoing support

What Makes You a Good Fit?

We’re interested in people who can communicate professionally and take ownership of their work.

You may be a strong fit if you are:

  • Comfortable speaking with clients by phone or video
  • Reliable and able to work independently
  • Organized and capable of managing scheduled appointments
  • Receptive to feedback and willing to improve
  • Motivated by performance-based earning
  • Comfortable learning new systems and processes

Previous experience in sales, customer service, retail, hospitality, banking, administration, or another client-facing environment can be helpful, but it is not required.

Basic Requirements

  • Must be at least 18 years old
  • Must currently reside in Virginia, Illinois, California, or Washington (U.S.), or any province or territory in Canada
  • Legally authorized to work in the applicable country
  • Computer or laptop with a working webcam
  • Reliable high-speed internet
  • Quiet and professional workspace
  • Ability to attend scheduled virtual meetings and training

Interested?

If you're looking for a remote opportunity where you can develop your communication and sales skills while working with scheduled clients, apply today.

Applications are reviewed based on the requirements of the position. Candidates selected to continue in the process may be contacted by our recruiting team by phone, email, or text with information about the next stage.