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Assistant Remote Chat Operator Jobs in Chicago, IL

Addison Group

Service Desk Analyst

Chicago, IL · Remote

$20 - $25/hr

... remote users through phone, email, chat, and ticketing systems. * Troubleshoot and resolve issues related to Microsoft 365, Outlook, Windows operating systems, and end-user applications. * Assist ...

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Assistant Remote Chat Operator information

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

AspectAssistant Remote Chat OperatorCustomer Service Representative
CredentialsHigh school diploma or equivalent; basic computer skillsHigh school diploma or equivalent; communication skills
Work EnvironmentRemote, online chat platformsRemote or in-office, call centers or online
Industry UsageCustomer support, tech support, e-commerceRetail, telecom, banking, tech
Search & Comparison IntentYesYes

The Assistant Remote Chat Operator and Customer Service Representative roles share similarities in credentials and work environment, often serving customers via online platforms. However, the Assistant Remote Chat Operator typically focuses solely on chat-based support, while Customer Service Representatives may handle calls and emails as well. Both roles are essential in customer support industries and are frequently compared by job seekers seeking remote support positions.

What are the most commonly searched types of Remote Chat Operator jobs in Chicago, IL? The most popular types of Remote Chat Operator jobs in Chicago, IL are:
What are popular job titles related to Assistant Remote Chat Operator jobs in Chicago, IL? For Assistant Remote Chat Operator jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Assistant Remote Chat Operator jobs in Chicago, IL look for? The top searched job categories for Assistant Remote Chat Operator jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Assistant Remote Chat Operator jobs? Cities near Chicago, IL with the most Assistant Remote Chat Operator job openings:
Assistant Remote Chat Operator jobs near you
Support Specialist (Chat, Emails, Calls) Remote

Support Specialist (Chat, Emails, Calls) Remote

Inspira Financial

Oak Brook, IL • On-site, Remote

Full-time

PTO

Posted 3 days ago

New

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

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