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Free Remote Jobs in Chicago, IL (NOW HIRING)

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Professional, distraction-free workspace * Ability to participate in scheduled virtual meetings and ... Our remote teams support clients through education, communication, and personalized guidance while ...

Remote Customer Service Agent

Gary, IN · Remote

$15.50 - $20.75/hr

Remote (US-Based) Liveops is seeking independent contractors to provide virtual customer service ... Provide a distraction-free home office environment. * Provide and maintain your own equipment.

Remote Customer Service Agent

Crown Point, IN · Remote

$14.75 - $19.75/hr

Remote (US-Based) Liveops is seeking independent contractors to provide virtual customer service ... Provide a distraction-free home office environment. * Provide and maintain your own equipment.

Remote Customer Service Agent

Hammond, IN · Remote

$15 - $20/hr

Remote (US-Based) Liveops is seeking independent contractors to provide virtual customer service ... Provide a distraction-free home office environment. * Provide and maintain your own equipment.

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RemX Staffing is seeking a Remote Intake Paralegal. This is a contract to hire opportunity that ... FREE ONLINE skills training ​ Qualifications: * B.S. in related field required * 1+ year of ...

Remote (US-Based) Apply today to join the 1/5/26 certification class and lock in your spot for tax ... Provide a distraction-free home office. * Provide your own home office equipment. * Handle customer ...

Payroll Administrator (Remote Position) Chicago, Illinois; Houston, Texas; or Maitland, Florida At ... Should you need any special accommodations, please feel free to contact us at hrsupport@exp.com and ...

Payroll Administrator (Remote)

Chicago, IL · On-site +1

$65K - $80K/yr

Payroll Administrator (Remote Position) Chicago, Illinois; Houston, Texas; or Maitland, Florida At ... Should you need any special accommodations, please feel free to contact us at hrsupport@exp.com and ...

Remote Sales and Team Builder

Chicago, IL · On-site +1

$20K - $60K/mo

Remote Sales and Team Builder Must be authorized to work in the US, no work visas offered at this ... and a drug-free workplace. THIS IS A U.S.-BASED POSITION THAT REQUIRES U.S. RESIDENCY. No Work ...

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Free Remote information

What are free remote jobs?

Free remote jobs refer to work opportunities that allow individuals to work from any location without requiring them to pay any fees to apply or start the job. These jobs are typically offered by legitimate employers who do not charge candidates for job listings, applications, or onboarding. Common examples include positions in customer service, writing, data entry, and software development. It's important to verify the authenticity of such jobs, as some scams may advertise 'free remote jobs' but ask for upfront payment. Always research the employer and use reputable job boards to find genuine opportunities.

What are the key skills and qualifications needed to thrive as a remote worker?

To thrive as a remote worker, you need strong self-motivation, time management, and proficiency in your field's core competencies, often supported by relevant education or experience. Familiarity with digital collaboration tools such as Zoom, Slack, and project management platforms like Asana or Trello is crucial. Excellent written communication, adaptability, and proactive problem-solving are standout soft skills in remote roles. These skills ensure you can work independently, stay productive, and effectively collaborate with distributed teams.

What are some common challenges faced by professionals working in fully remote, flexible roles?

Professionals in fully remote, flexible roles often encounter challenges such as maintaining clear communication with team members across different time zones, staying motivated without direct supervision, and setting boundaries between work and personal life. Adapting to various collaboration tools and ensuring reliable internet connectivity are also important aspects to manage. Proactively building relationships with colleagues and establishing a structured daily routine can help overcome many of these challenges and lead to a successful remote work experience.

What is the difference between Free Remote vs Freelance Web Developer?

AspectFree RemoteFreelance Web Developer
CredentialsTypically no formal credentials requiredOften requires knowledge of web development languages, portfolios, or certifications
Work EnvironmentRemote, often with flexible hoursRemote or on-site, project-based, flexible hours
Employer/Industry UsageUsed by companies offering remote jobsUsed by clients hiring for web development projects
Search & Comparison IntentPeople looking for remote work opportunitiesPeople seeking freelance web development projects

Free Remote generally refers to remote job positions that do not require specific credentials and are offered by companies. Freelance Web Developers are independent contractors who work on web development projects, often with specific skills and portfolios. While both work remotely, Free Remote jobs are typically full-time or part-time roles with a single employer, whereas Freelance Web Developers handle multiple clients on a project basis.

What are the most commonly searched types of Free jobs in Chicago, IL?

The most popular types of Free jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Free Remote jobs?

Cities near Chicago, IL with the most Free Remote job openings:

Infographic showing various Free Remote job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 66% Full Time, 20% Part Time, and 13% Contract. Highlights an 94% Physical, 2% Hybrid, and 4% Remote job distribution.

Entry Level Sales Associate (Remote)

AO Globe Life

Chicago, IL • Remote

$60K - $80K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 9 days ago

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Job description

Entry Level Sales Associate (Remote)

Remote | Virginia, Illinois, California, Washington, or Canada | Full-Time | Training Provided

Start Your Sales Career From Home

If you're looking for an opportunity where you can learn sales through real conversations rather than sitting through years of classroom training, this could be a strong starting point.

AO Globe Life is seeking Entry Level Sales Associates to connect with individuals who have expressed interest in learning more about available benefit options. You'll guide conversations, identify what matters to each client, explain available choices, and help them complete the appropriate next steps.

This position is designed for people who are willing to learn, communicate confidently, and take ownership of their daily work. Previous insurance or sales experience is not required.

Important Location Requirement

This remote position is currently open only to applicants who live in one of the following locations:

  • Virginia
  • Illinois
  • California
  • Washington
  • Any province or territory in Canada

Applicants must currently have a residential address in one of the eligible locations above.

What You'll Be Doing

Your responsibilities will include:

  • Conducting scheduled conversations with prospective clients
  • Asking questions to understand individual needs and priorities
  • Explaining benefit and coverage options based on client needs
  • Providing accurate information and answering client questions
  • Helping interested clients through the enrollment process
  • Maintaining timely follow-up with prospective and existing clients
  • Updating client information and sales activity
  • Attending virtual training sessions and team meetings
  • Applying feedback from coaches and improving your sales approach
  • Building professional relationships through consistent client communication

Why This Opportunity Stands Out

You won't be expected to figure everything out on your own.

New representatives receive structured onboarding and ongoing guidance as they learn the position. You'll have access to training, coaching, and client inquiries so you can focus on developing your skills and gaining practical experience.

The role includes:

  • Work-from-home flexibility
  • Full-time schedule
  • Training for new representatives
  • Ongoing coaching and professional development
  • Warm client inquiries
  • No traditional cold-calling requirement
  • Weekly commission payments
  • Performance-based earning opportunities
  • Opportunities for advancement
  • Virtual team support and collaboration


You May Be a Good Fit If You

  • Enjoy communicating with people
  • Can listen carefully and explain information clearly
  • Are comfortable learning through coaching
  • Can stay organized without constant supervision
  • Have reliable internet and basic computer skills
  • Take responsibility for following through on commitments
  • Are comfortable speaking by phone and video
  • Want to develop skills that can lead to greater responsibility in sales

You do not need previous insurance experience to apply. Customer service, retail, hospitality, administrative, call center, or other communication-based experience can be helpful, but it is not required.

Basic Requirements

  • 18 years of age or older
  • Currently residing in Virginia, Illinois, California, Washington, or Canada
  • Residential address in an eligible location
  • Reliable internet connection
  • Computer with webcam and microphone
  • Professional, distraction-free workspace
  • Ability to participate in scheduled virtual meetings and client appointments

About AO Globe Life

AO Globe Life works with individuals and families seeking supplemental insurance and benefit solutions. Our remote teams support clients through education, communication, and personalized guidance while providing representatives with training and opportunities to develop their professional skills.

Interested in Getting Started?

If you're looking for a remote opportunity where you can learn sales, work directly with clients, and build skills that can grow with you, submit your application today.

Qualified applicants may be contacted by phone, email, or text regarding the next stage of the hiring process.