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Remote Chat Support Assistant Jobs in Chicago, IL

Bileddo Associates

Remote Live Chat Agent

Elgin, IL · Remote

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 ...

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Remote Chat Support Assistant information

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$12

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How much do remote chat support assistant jobs pay per hour?

As of Aug 10, 2026, the average hourly pay for remote chat support assistant in Chicago, IL is $19.15, according to ZipRecruiter salary data. Most workers in this role earn between $15.87 and $21.06 per hour, depending on experience, location, and employer.

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

AspectRemote Chat Support AssistantRemote Customer Service Representative
CredentialsBasic computer skills, communication skillsSimilar credentials, often with additional customer service training
Work EnvironmentOnline, from home or remote locationsOnline or call center, remote or on-site
Industry UsageCustomer support via live chat platformsCustomer support via phone, email, or chat
Search & Comparison IntentFocus on chat-based roles, remote support jobsBroader customer service roles, including phone support

The Remote Chat Support Assistant primarily handles customer inquiries through live chat, focusing on quick, written communication. In contrast, the Remote Customer Service Representative may handle inquiries via chat, phone, or email, often requiring more diverse communication skills. Both roles are remote, require similar credentials, but differ in communication channels and scope of interaction.

What are the key skills and qualifications needed to thrive as a remote chat support assistant, and why are they important?

To thrive as a Remote Chat Support Assistant, you need excellent written communication, problem-solving abilities, and a basic understanding of customer service principles, often supported by a high school diploma or equivalent. Familiarity with live chat platforms, CRM systems, and ticketing tools like Zendesk or Freshdesk is typically required. Strong soft skills include patience, active listening, and the ability to multitask efficiently in a fast-paced virtual environment. These skills ensure prompt, accurate, and empathetic support, leading to higher customer satisfaction and effective issue resolution.

What is a remote chat support assistant?

Remote Chat Support Assistants are professionals who provide customer service or technical support through online chat platforms, typically from a work-from-home or remote location. They assist customers by answering questions, resolving issues, and offering guidance using chat tools on websites, apps, or social media. This role requires strong written communication skills, the ability to multitask, and proficiency with digital tools. Remote Chat Support Assistants help businesses deliver efficient, real-time support to customers without needing to speak over the phone.

How does a remote chat support assistant typically collaborate with other team members while working remotely?

As a Remote Chat Support Assistant, collaboration with your team is often facilitated through digital communication tools such as Slack, Microsoft Teams, or internal ticketing systems. You’ll regularly participate in virtual meetings, share updates on customer issues, and escalate complex cases to supervisors or technical teams when needed. While most of your work is independent, staying connected and communicating clearly with colleagues is crucial for consistent customer service and knowledge sharing. Adapting to various time zones and maintaining proactive communication helps ensure smooth team operations in a remote environment.
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 Remote Chat Support Assistant jobs in Chicago, IL? For Remote Chat Support Assistant jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Chat Support Assistant jobs in Chicago, IL look for? The top searched job categories for Remote Chat Support Assistant jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Chat Support Assistant jobs? Cities near Chicago, IL with the most Remote Chat Support Assistant job openings:
Remote Chat Support Assistant jobs near you
Infographic showing various Remote Chat Support Assistant job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $39,837 per year, or $19.2 per hour.

Support Specialist (Chat, Emails, Calls) Remote

Inspira Financial

Oak Brook, IL • On-site, Remote

Full-time

PTO

Posted 24 days ago

Inspira Financial rating

7.6

Company rating: 7.6 out of 10

Based on 21 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

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