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Job Remote Jobs in Chicago, IL (NOW HIRING)

Promoted2

Remote Insurance Agent

Naperville, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Liberty Mutual

Remote Payroll Clerk

Chicago, IL · On-site +1

$1.0K - $1.5K/mo

Remote Payroll Clerk Company: Liberty Mutual We are seeking a highly motivated and detail-oriented Remote Payroll Clerk to join our team at Liberty Mutual. As a Payroll Clerk, you will play a crucial ...

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Globe Life Insurance

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Remote Customer Sales and Support Representative (Entry-Level)

Chicago, IL · Remote

$60K - $80K/yr

Remote Customer Sales and Support Representative (Entry-Level) 100% Remote | United States & Canada | Full-Time | Paid Weekly | Training Provided | No Cold Calling Build Real Skills While Working F ...

Globe Life Insurance

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Remote Customer Sales and Support Representative (Entry-Level)

Chicago, IL · Remote

$60K - $80K/yr

Remote Customer Sales and Support Representative (Entry-Level) 100% Remote | United States & Canada | Full-Time | Paid Weekly | Training Provided | No Cold Calling Build Real Skills While Working F ...

Globe Life Insurance

Be Seen First

Remote Customer Sales and Support Representative (Entry-Level)

Chicago, IL · Remote

$60K - $80K/yr

Remote Customer Sales and Support Representative (Entry-Level) 100% Remote | United States & Canada | Full-Time | Paid Weekly | Training Provided | No Cold Calling Build Real Skills While Working F ...

HMG Careers

Remote Life Insurance Agent

Harvey, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

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Talkiatry

Psychiatrist (Remote)

Naperville, IL · Remote

$325K - $375K/yr

Minimal administrative burden in a fully remote, outpatient model What your day-to-day practice looks like: * 100% remote, outpatient psychiatry * Lower to moderate acuity populations (ex. anxiety ...

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All JobsJob JobsJob Remote JobsJob Remote Jobs in Chicago, IL

Job Remote information

What is the difference between Job Remote vs Job On-site?

AspectJob RemoteJob On-site
Work EnvironmentWork from anywhere, often from home or a chosen locationWork at a designated company location or office
Required CredentialsSimilar to on-site roles; often requires relevant skills and experienceSame as remote roles; credentials depend on the position
Employer UsageCommon in tech, customer service, writing, and digital fieldsPrevalent across industries like manufacturing, retail, and healthcare
Search & Comparison IntentPeople looking for flexible work options or location independenceIndividuals seeking traditional, in-office roles

Job Remote and Job On-site differ primarily in work environment and location flexibility. Remote roles allow employees to work from anywhere, while on-site jobs require presence at a specific location. Both roles often require similar skills and credentials, but the choice depends on personal preference and industry needs.

What are the most commonly searched types of Job jobs in Chicago, IL? The most popular types of Job jobs in Chicago, IL are:
Infographic showing various Job Remote job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 72% Full Time, 21% Part Time, and 6% Contract. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution.

Remote Insurance Agent

Promoted2

Naperville, IL • Remote

$69K/yr

Full-time

Medical, Dental

Posted 8 days ago

Job description

Remote Insurance Representative | Flexible Schedule | Commission-Based

This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely, serving clients by providing guidance and protection solutions for individuals and families.

What We Offer
  • Remote, work-from-home career
  • Average first-year earnings of $69K through commissions and bonuses
  • Increased earning potential in later years through performance and renewals
  • Residual income opportunities through client renewals
  • Unionized position with stock options
  • Comprehensive benefits package including medical, dental, and prescription coverage
  • Ongoing training and mentorship from experienced managers
  • High-quality leads provided with no cold calling friends or family
  • Flexible scheduling within a career-focused structure
  • Advancement and recognition opportunities with promotion from within
  • Supportive and collaborative virtual team environment
Qualities We Value
  • Willingness to learn and be coached through structured training
  • Friendly, outgoing, and professional communication style
  • Genuine desire to help others by providing guidance and solutions
  • Strong verbal communication and relationship-building skills
  • Sales or customer service experience is helpful but not required
Qualifications
  • Laptop or desktop computer with a working camera
  • Insurance license required or willingness to obtain one
  • Basic computer skills
  • Must reside in North America including the United States or Canada
  • We do not hire candidates residing outside North America
Responsibilities
  • Contact provided leads to schedule virtual meetings with clients
  • Present benefit programs and assist clients with enrollment
  • Build and maintain strong client relationships
  • Work closely with your manager to set goals and achieve them