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Entry Level Remote Jobs in Chicago, IL (NOW HIRING)

Globe Life Insurance

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Remote - Customer Sales & Service Representative (Entry Level)

Chicago, IL · Remote

$60K - $80K/yr

Remote - Customer Sales & Service Representative (Entry Level) Remote | U.S. & Canada | Full Training Provided | Flexible Schedule A Simple Way to Start a Remote Career This position is designed for ...

New

Globe Life Insurance

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Remote - Customer Sales & Service Representative (Entry Level)

Chicago, IL · Remote

$60K - $80K/yr

Remote - Customer Sales & Service Representative (Entry Level) Remote | U.S. & Canada | Full Training Provided | Flexible Schedule A Simple Way to Start a Remote Career This position is designed for ...

New

Globe Life Insurance

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Remote - Customer Sales & Service Representative (Entry Level)

Chicago, IL · Remote

$60K - $80K/yr

Remote - Customer Sales & Service Representative (Entry Level) Remote | U.S. & Canada | Full Training Provided | Flexible Schedule A Simple Way to Start a Remote Career This position is designed for ...

New

AO Globe Life

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Entry Level Sales Representative - Remote

Naperville, IL · Remote

$60K - $80K/yr

Entry Level Sales Representative - Remote Remote | United States & Canada | Training Provided Start Fresh. Learn New Skills. Build a Career From Anywhere. AO Globe Life is looking for individuals who ...

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AO Globe Life

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Entry Level Sales Representative - Remote

Joliet, IL · Remote

$60K - $80K/yr

Entry Level Sales Representative - Remote Remote | United States & Canada | Training Provided Start Fresh. Learn New Skills. Build a Career From Anywhere. AO Globe Life is looking for individuals who ...

Globe Life

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Entry-Level Sales & Client Relations Representative | Work From Home

Chicago, IL · Remote

CA$70K - CA$80K/yr

Entry-Level Sales & Client Relations Representative | Work From Home About the Role AO Globe Life is seeking motivated individuals to join our remote team as an Entry-Level Sales & Client Relations ...

Globe Life

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Entry-Level Sales & Client Relations Representative | Work From Home

Chicago, IL · Remote

CA$70K - CA$80K/yr

Entry-Level Sales & Client Relations Representative | Work From Home About the Role AO Globe Life is seeking motivated individuals to join our remote team as an Entry-Level Sales & Client Relations ...

Globe Life

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Entry-Level Sales & Client Relations Representative | Work From Home

Chicago, IL · Remote

CA$70K - CA$80K/yr

Entry-Level Sales & Client Relations Representative | Work From Home About the Role AO Globe Life is seeking motivated individuals to join our remote team as an Entry-Level Sales & Client Relations ...

Globe Life Insurance

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Entry Level Customer Sales Representative - Remote

Naperville, IL · Remote

$60K - $80K/yr

Entry Level Customer Sales Representative - Remote Work From Home | Flexible Schedule | Training & Mentorship Provided Start a New Career With Growth Potential AO Globe Life is expanding and seeking ...

New

Globe Life Insurance

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Entry Level Customer Sales Representative - Remote

Naperville, IL · Remote

$60K - $80K/yr

Entry Level Customer Sales Representative - Remote Work From Home | Flexible Schedule | Training & Mentorship Provided Start a New Career With Growth Potential AO Globe Life is expanding and seeking ...

New

Globe Life Insurance

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Entry Level Customer Sales Representative - Remote

Aurora, IL · Remote

$60K - $80K/yr

Entry Level Customer Sales Representative - Remote Work From Home | Flexible Schedule | Training & Mentorship Provided Start a New Career With Growth Potential AO Globe Life is expanding and seeking ...

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All JobsEntry Level JobsEntry Level Remote JobsEntry Level Remote Jobs in Chicago, IL

Entry Level Remote information

See Chicago, IL salary details

$22.1K

$60.7K

$112.4K

How much do entry level remote jobs pay per year?

As of Jun 17, 2026, the average yearly pay for entry level remote in Chicago, IL is $60,652.00, according to ZipRecruiter salary data. Most workers in this role earn between $38,490.00 and $73,389.00 per year, depending on experience, location, and employer.

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

AspectEntry Level RemoteCustomer Service Representative
Required CredentialsHigh school diploma or equivalent; basic computer skillsHigh school diploma or equivalent; excellent communication skills
Work EnvironmentRemote, home-based settingRemote or in-office, depending on employer
Industry UsageCommon in various industries including tech, retail, and healthcarePrimarily in retail, telecom, and service sectors
Search & Comparison IntentLooking for entry-level remote jobs with minimal experienceSeeking customer service roles, often remote or in-office

Entry Level Remote positions are broad roles suitable for individuals starting their careers in various industries, emphasizing remote work. Customer Service Representative roles focus specifically on customer support tasks, often requiring strong communication skills. While both can be remote, Entry Level Remote jobs encompass a wider range of industries and responsibilities, making them more versatile for job seekers.

What are some common challenges faced by entry-level employees working remotely, and how can they be addressed?

Entry-level remote employees often face challenges such as limited access to immediate guidance, feelings of isolation, and difficulty understanding company culture. To address these, it's important to proactively communicate with your team, seek regular feedback, and participate in virtual meetings or social events. Many companies provide onboarding resources and assign mentors to help new remote hires feel connected and supported in their roles.

How do I get into remote work with no experience?

Entry level remote jobs often require basic skills such as communication, organization, and familiarity with online tools like email and collaboration platforms. Gaining relevant skills through online courses, volunteering, or internships can improve your chances, and applying for roles that specify no experience required can help you start your remote work career.

What Are the Qualifications to Get an Entry-Level Remote Job?

The qualifications to get an entry-level remote job vary greatly depending on the type of work you do. If you work in telehealth, for example, you may need to have an educational background in nursing or as a physician's assistant. If you work in writing, having some previous experience in journalism or media is typically required. Those who work remotely as administrative or office assistants typically need to have some previous clerical experience or data entry training. Sales reps and customer service agents must have good customer service skills. Strong time management and verbal and written communication skills are essential for any entry-level remote job.

Which remote jobs can I get with no experience?

Entry-level remote jobs that require no experience include roles such as data entry clerk, customer service representative, virtual assistant, and online tutor. These positions often focus on basic skills like communication, organization, and familiarity with common tools like email and spreadsheets, and may offer training for new employees.

What is the easiest remote job to get hired for?

Entry-level remote customer service representative or data entry roles are often considered the easiest to secure, as they typically require minimal experience and basic computer skills. These positions often involve straightforward tasks, and some companies provide training, making them accessible for beginners seeking remote work.

What are the key skills and qualifications needed to thrive as an Entry Level Remote employee, and why are they important?

To thrive as an Entry Level Remote employee, you typically need strong organizational skills, time management, and basic proficiency in office software like Microsoft Office or Google Workspace, often supported by a high school diploma or equivalent. Familiarity with remote collaboration tools such as Zoom, Slack, or project management platforms is often required. Excellent communication, self-motivation, and adaptability are crucial soft skills for succeeding in a virtual environment. These abilities ensure productivity, clear collaboration, and reliable performance in a self-directed, remote work setting.

How to make $1000 a week remotely?

Entry level remote jobs that can pay $1000 a week typically include roles such as virtual assistants, customer service representatives, or data entry clerks, often requiring strong communication and organizational skills. Achieving this income may involve working full-time hours, developing specialized skills, or obtaining relevant certifications, and using platforms like Upwork or Fiverr to find higher-paying freelance opportunities.

What are entry level remote jobs?

Entry level remote jobs are positions that require little to no prior professional experience and can be performed entirely from a location outside of a traditional office, such as from home. These roles are ideal for recent graduates, career changers, or those looking to start their careers with flexible work arrangements. Common entry level remote jobs include customer service representatives, data entry clerks, virtual assistants, junior marketers, and technical support agents. Many companies offer remote positions to attract a wider pool of candidates and provide greater work-life balance. To succeed in such roles, candidates typically need basic computer skills, good communication abilities, and self-discipline.
More about Entry Level Remote jobs
What are the most commonly searched types of Remote jobs in Chicago, IL? The most popular types of Remote jobs in Chicago, IL are:
What are popular job titles related to Entry Level Remote jobs in Chicago, IL? For Entry Level Remote jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Entry Level Remote jobs in Chicago, IL look for? The top searched job categories for Entry Level Remote jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Entry Level Remote jobs? Cities near Chicago, IL with the most Entry Level Remote job openings:
Entry Level Remote jobs near you
Infographic showing various Entry Level Remote job openings in Chicago, IL as of June 2026, with employment types broken down into 86% Full Time, 7% Part Time, and 7% Contract. Highlights an 100% Remote job distribution, with an average salary of $60,652 per year, or $29.2 per hour.
Remote - Customer Sales & Service Representative (Entry Level)

Remote - Customer Sales & Service Representative (Entry Level)

Globe Life Insurance

Chicago, IL • Remote

$60K - $80K/yr

Full-time

Medical, Dental, Vision, Life, PTO

Posted 17 hours ago

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Globe Life Insurance rating

7.6

Company rating: 7.6 out of 10

Based on 21 frontline employees who took The Breakroom Quiz

186th of 261 rated insurance

Job description

Remote - Customer Sales & Service Representative (Entry Level)

Remote | U.S. & Canada | Full Training Provided | Flexible Schedule

A Simple Way to Start a Remote Career

This position is designed for individuals who want to start working in a professional remote role without needing prior experience in sales or insurance.

We focus on training, communication, and step-by-step development so you can learn the role as you go.

What This Role Involves

You will be speaking with individuals who have already requested information about available benefit options.

Your main focus is to provide support, answer questions, and guide them through the next steps.

Daily work may include:

  • Communicating with clients through phone or virtual meetings
  • Helping explain available options in a clear and simple way
  • Supporting clients through enrollment steps
  • Following up when needed
  • Keeping client information organized and updated
  • Working within a structured system and training process

What the Work Environment Looks Like

This is a fully remote position with a structured support system in place.

You will receive:

  • Step-by-step training
  • Weekly compensation - Commission Based
  • Flexible scheduling options
  • Provided client inquiries (no cold calling)
  • Ongoing coaching and support
  • Remote team communication and guidance
  • Opportunities for advancement based on performance


Who This Role Fits Best

This role is often a good match for people who are:

  • Comfortable speaking with others
  • Willing to learn new systems
  • Reliable and self-disciplined
  • Organized and detail-focused
  • Positive and professional in communication

No previous experience is required, but customer service, retail, hospitality, admin, or similar experience can be helpful.

Basic Requirements

  • Legal authorization to work in the U.S. or Canada
  • Reliable internet connection
  • Laptop or desktop computer
  • Ability to attend virtual meetings and training

About the Opportunity

This role is designed to help individuals build communication, client service, and structured sales skills in a remote environment.

Training is provided to support your development from day one.

Apply Now

Applications are reviewed on an ongoing basis.
Selected candidates will be contacted regarding next steps.

Company Description

Globe Life Insurance is an insurance company that specializes in providing supplemental life insurance to labor unions, credit unions, and associations. It was founded in 1951 by Bernard Rapoport. The company is headquartered in Waco, Texas, and operates in the United States, Canada, and New Zealand.
Globe Life Insurance offers various insurance products, including life insurance, accident and health insurance, supplemental health products, and supplemental cancer insurance. The company primarily sells its products through direct sales agents who often work on a commission basis.
Over the years, American Income Life has grown to become one of the largest providers of supplemental insurance in the United States, particularly known for its focus on serving the needs of union members and other affinity groups.

What Globe Life Insurance employees say

Pay

Benefits

Hours and flexibility

Workplace

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