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Freelance Remote Customer Service Rep Jobs in Chicago, IL

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Remote Customer Service Representative

Gary, IN · Remote

$20/hr

Remote (US-Based) Apply today to join the 1/5/26 certification class and lock in your spot for tax ... Handle customer calls, assess needs, and solve problems. Requirements * Experience taking inbound ...

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Freelance Remote Customer Service Rep information

See Chicago, IL salary details

$10

$19

$27

How much do freelance remote customer service rep jobs pay per hour?

As of Sep 4, 2026, the average hourly pay for freelance remote customer service rep in Chicago, IL is $19.36, according to ZipRecruiter salary data. Most workers in this role earn between $15.87 and $21.54 per hour, depending on experience, location, and employer.

What is the difference between Freelance Remote Customer Service Rep vs Customer Support Specialist?

AspectFreelance Remote Customer Service RepCustomer Support Specialist
CredentialsBasic customer service skills, sometimes certificationsCustomer service experience, certifications often preferred
Work EnvironmentRemote, freelance setupTypically in-house or remote, employed by a company
Employer & IndustryFreelance clients across various industriesSpecific company or industry employer
Search & Comparison IntentFlexibility, freelance opportunitiesCareer growth, company benefits

Freelance Remote Customer Service Reps work independently for multiple clients, offering flexible schedules and varied projects. Customer Support Specialists are usually employed full-time by a company, focusing on supporting a specific brand or product. Both roles require strong communication skills, but the freelance role emphasizes independence and versatility, while the specialist role offers stability and career development within a single organization.

What are the most commonly searched types of Remote Customer Service Rep jobs in Chicago, IL?

The most popular types of Remote Customer Service Rep jobs in Chicago, IL are:

What are popular job titles related to Freelance Remote Customer Service Rep jobs in Chicago, IL?

For Freelance Remote Customer Service Rep jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Freelance Remote Customer Service Rep jobs in Chicago, IL look for?

The top searched job categories for Freelance Remote Customer Service Rep jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Freelance Remote Customer Service Rep jobs?

Cities near Chicago, IL with the most Freelance Remote Customer Service Rep job openings:

Freelance Remote Customer Service Rep jobs near you
Infographic showing various Freelance Remote Customer Service Rep job openings in Chicago, IL as of August 2026, with employment types broken down into 50% Full Time, 17% Part Time, and 33% Contract. Highlights an 100% Remote job distribution, with an average salary of $40,276 per year, or $19.4 per hour.

Remote Customer Service Representative

Annuity Health Holdings LLC

Westmont, IL • Remote

$16 - $23/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted yesterday

Job description

Description

The Remote Customer Service Representative is responsible for phone contact with patients to collect payment for medical billson behalf of our clients. This involves working in a fast-paced call center environment to establish contact with customers to negotiate payment and/or set up payment arrangements to collect account receivables.


To perform successfully in a virtual environment, the remote Customer Service Representative must be comfortable

with technology and can easily understand and learn the technical requirements of the position.


Duties/Responsibilities

  • Provide exceptional patient service in the name of the client
  • Contact patients via telephone to collect payment on medical bills
  • Communicates accurate information to patients in a clear, concise and professional manner
  • Review patient accounts and documents patients' interaction and feedback
  • Negotiates appropriate and reasonable payments with customers
  • Sets up patient payments via check, electronic transfer or credit card
  • Responsible for understanding and complying with all policies and procedures
  • Meets or exceeds established goals
  • Works closely with team leads, management and client to resolve disputes and ensure patient satisfaction
  • All other duties as assigned by management


Required Skills/Knowledge

  • Customer/Client Focus
  • Communication Proficiency
  • Confidentiality/Integrity
  • Teamwork Orientation
  • Basic computer skills necessary


Education/Experience

  • Customer service experience preferred
  • Prior medical billing or healthcare revenue cycle experience strongly preferred
  • High school diploma or General Education Development (GED) Certificate required
  • One to two years of college preferred

Benefits

Annuity Health offers its employees excellent benefits including: Health, Dental, Vision, HSA and FSA Accounts, Voluntary Insurance, Paid Holidays, PTO, and 401(k).

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