3

Entry Level Remote Chat Support Jobs in Chicago, IL

We're looking for a Live Chat Agent to provide real-time customer support via online chat platforms. You'll address inquiries, resolve issues, and deliver a positive experience with professionalism ...

Be Seen First

Remote Customer Sales and Support Representative (Entry-Level) 100% Remote | United States & Canada | Full-Time | No Cold Calling Find More Than Your Next Job A fulfilling career doesn't always begin ...

Be Seen First

Remote Customer Sales and Support Representative (Entry-Level) 100% Remote | United States & Canada | Full-Time | No Cold Calling Find More Than Your Next Job A fulfilling career doesn't always begin ...

Be Seen First

Remote Customer Sales and Support Representative (Entry-Level) 100% Remote | United States & Canada | Full-Time | No Cold Calling Find More Than Your Next Job A fulfilling career doesn't always begin ...

Be Seen First

Remote Customer Sales and Service Work From Home | Full-Time | Entry Level | Training Provided What ... support * Maintain accurate client records and appointment information * Stay current on products ...

Be Seen First

Entry-Level Client Sales Representative (Remote) 100% Remote | United States & Canada | Full-Time ... Collaborative virtual team and leadership support About AO Globe Life AO Globe Life helps protect ...

next page

Showing results 1-20

Entry Level Remote Chat Support information

See Chicago, IL salary details

$16

$27

$43

How much do entry level remote chat support jobs pay per hour?

As of Jul 27, 2026, the average hourly pay for entry level remote chat support in Chicago, IL is $27.45, according to ZipRecruiter salary data. Most workers in this role earn between $22.02 and $30.72 per hour, depending on experience, location, and employer.

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

To thrive as an Entry Level Remote Chat Support representative, you need strong written communication skills, basic computer literacy, and a high school diploma or equivalent. Familiarity with customer support platforms such as Zendesk, LiveChat, or Intercom is often required, along with the ability to quickly learn new digital tools. Patience, problem-solving, and the ability to remain courteous under pressure are standout soft skills in this role. These skills ensure efficient issue resolution, high customer satisfaction, and effective remote collaboration within support teams.

What are some common challenges faced by entry level remote chat support agents, and how can they be managed?

Entry level remote chat support agents often encounter challenges such as managing multiple chats simultaneously, maintaining a friendly and professional tone in written communication, and troubleshooting customer issues without face-to-face interaction. To manage these challenges, it's important to develop strong multitasking skills, familiarize yourself with company resources and knowledge bases, and practice clear, concise written communication. Many companies provide training and regular feedback to help new agents build confidence and improve performance over time.

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

AspectEntry Level Remote Chat SupportEntry Level Remote Customer Service Representative
CredentialsHigh school diploma or equivalent; basic computer skillsHigh school diploma or equivalent; communication skills
Work EnvironmentOnline, from home, via chat platformsOnline, from home, via phone and chat
Industry UsageCustomer support, tech companies, e-commerceRetail, telecom, service industries
Common Search IntentRemote chat support jobs, online customer supportRemote customer service jobs, online support roles

Entry Level Remote Chat Support focuses on assisting customers through live chat platforms, often requiring quick typing skills and basic technical knowledge. Entry Level Remote Customer Service Representative may handle both chat and phone support, emphasizing communication skills. Both roles are remote, entry-level, and industry-specific, but chat support is more specialized in online messaging, while customer service reps may work across multiple channels.

What is an Entry Level Remote Chat Support job?

An Entry Level Remote Chat Support job involves assisting customers or clients through online chat platforms, typically from a home or remote location. Employees in this role answer questions, resolve issues, and provide information about products or services using written communication. Since this is an entry-level position, it generally requires basic computer skills, strong communication abilities, and little to no prior experience. Many companies offer training to help new hires learn the necessary tools and protocols. This role is ideal for those seeking flexible work-from-home opportunities or looking to start a career in customer service.
What are the most commonly searched types of Remote Chat Support jobs in Chicago, IL? The most popular types of Remote Chat Support jobs in Chicago, IL are:
What are popular job titles related to Entry Level Remote Chat Support jobs in Chicago, IL? For Entry Level Remote Chat Support jobs in Chicago, IL, the most frequently searched job titles are:
Infographic showing various Entry Level Remote Chat Support job openings in Chicago, IL as of July 2026, with employment types broken down into 3% Locum Tenens, 58% Full Time, 7% Part Time, and 32% Contract. Highlights an 86% Physical, 2% Hybrid, and 12% Remote job distribution, with an average salary of $57,088 per year, or $27.4 per hour.
Support Specialist (Chat, Emails, Calls) Remote

Support Specialist (Chat, Emails, Calls) Remote

Inspira Financial

Oak Brook, IL • On-site, Remote

Full-time

PTO

Posted 10 days ago


Inspira Financial rating

7.2

Company rating: 7.2 out of 10

Based on 20 frontline employees who took The Breakroom Quiz


Job description

The position is responsible for partnering closely via verbal or written communications with members who reach our contact center. The role provides valuable support, education, and direction on products like Flexible Spending Accounts (FSA), Healthcare Savings Accounts (HSA), Health Reimbursement Accounts (HRA) and commuter benefits. This role requires the candidate to handle high call, email and chat volume daily. The role also assumes the primary responsibility of interacting with all the necessary internal Inspira departments to resolve member requests or answer any inquiries related to their account activity. The individual in this position develops, strengthens, and maintains a positive relationship with our members and firm associates.
Duties & Responsibilities:
  • You will be responsible for helping members understand how their Inspira Financial accounts work. When someone calls with questions, you will provide friendly, knowledgeable, and helpful service, ensuring every caller feels supported. You will explain account benefits and policies so accountholders can confidently understand and make the most of their individual plans.
  • You will be responsible for ensuring all work is compliant with all internal quality assurance standards and technical policies and programs
  • You will utilize digital tools and assistance to guide you through your interactions, which include knowledge management systems, digital workflows, and performance dashboards.
  • You will be committed to providing the highest level of service to each caller, treating them with empathy, understanding, and respect.
  • Consult with member to support easy navigation of the available online tools and apps, for actions like checking account balance, distributions, and submitting claims.
  • Accountable for resolving issues without management intervention to remove barriers for the accountholder.
  • Respond and resolve incoming and outgoing accountholder emails, chats, and voice calls.
  • Showcase alignment with our company values in every interaction with accountholders and team members
  • Accountable to protect sensitive member information with discretion and adhere to all compliance rules and regulations
  • Responsible for all levels of member engagement, while prioritizing effectively meeting member service goals / deadlines.

Work Hours: Monday-Friday with a variety of shifts available between 7:00 AM and 7:00 PM CT. Preferred shifts are assigned based on availability and on a first-come, first-served basis.
Training Start Date: Monday, September 7th, 2026 (subject to change due to business needs)
  • Attendance is mandatory during the training period of this position (training is paid, PTO accrues while in the training period; however, PTO cannot be taken during the training period of this position).
  • Training Hours: Monday-Friday, 7:00AM - 3:30PM CT.
  • Training is six weeks. There is a product exam at the end of training. A passing score of 85% is required to continue to hold this position.

If offered the position, equipment will be provided. Equipment that will be provided are: docking station (x1), headset (x1), keyboard (x1), laptop (x1), monitor (x2), and mouse (x1).
Internet speed requirements:
  • Upload Speed: >20 Mbps
  • Download Speed: >100 Mbps
  • Must be able to hardwire ethernet cable to internet modem/router.

This position requires a quiet, distraction-free work environment without any conflicting responsibilities during the scheduled shift.
Education & Experience:
  • 2+ years of experience in Customer Service in a call center environment
  • No degree required

Preferred Education: Bachelor's Degree or 1-3 years of direct H&B experience
Skills & Abilities:
  • Energetic client service focused individual who is accountable and reliable
  • Able to learn and retain information while using a digital workflow to navigate the interaction and tools
  • Able to connect with accountholders on a human level and assist them as needed with patience and empathy
  • Can work in a fast-paced environment, taking up to 50 calls per day
  • Possesses strong written, keyboarding, and verbal communication skills
  • Able to apply relationship building skills to internal and external clients
  • Has strong computer aptitude, keyboarding skills of 50+ WPM; proficient in Microsoft suite of products
  • Strong problem-solving skills and ability to multi-task, and ability to navigate several systems simultaneously to support servicing the accountholder.
  • Proactive approach to resolving issues.
  • Active Listening Skills
  • Is detail-oriented, organized, and dependable
  • Possess a cheerful attitude and be able to perform well in a collaborative team environment

What Inspira Financial employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom