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Remote Live Chat Operator Jobs in Chicago, IL (NOW HIRING)

Accounts Payable Supervisor

Arlington Heights, IL · On-site +1

$80K - $100K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

... Pinnacle Live is a premium, in-house AV and event production company operating at premier hotels ... Previous experience in supervising a remote team. * Experience with Oracle Netsuite a plus.

This role can have a Hybrid or Remote work schedule. Candidates who live near one of our office ... Ensure consistent application of the Applied AI operating model, decision rights, delivery ...

Service Desk Analyst

Chicago, IL · Remote

$20 - $25/hr

  • Medical

  • Dental

  • Vision

  • Retirement

... 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 ...

Sales Growth Marketer (Remote)

Chicago, IL · On-site +1

$18.50/hr

  • Retirement

  • PTO

We're looking for a high-urgency, momentum-driven operator to step in as our Driver of Momentum ... You are here to operate live strategy... in the now. * Identify what is working or stalling before ...

Sales Growth Marketer (Remote)

Chicago, IL · Remote

$18.50/hr

  • Retirement

  • PTO

We're looking for a high-urgency, momentum-driven operator to step in as our Driver of Momentum ... You are here to operate live strategy... in the now. * Identify what is working or stalling before ...

Sales Growth Marketer (Remote)

Chicago, IL · Remote

$18.50/hr

  • Retirement

  • PTO

We're looking for a high-urgency, momentum-driven operator to step in as our Driver of Momentum ... You are here to operate live strategy... in the now. * Identify what is working or stalling before ...

Remote (must live in the following regions: Chicago, Austin, Dallas, Miami, Philadelphia ... Operating Agreements; amended and restated articles; Employee Incentive or Synthetic Incentive ...

Sales Coordinator

Evanston, IL · Remote

$55K - $70K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Remote, but preferred to be near Waterford, WI. Job Type: Full-time, Remote Key Job ... Serve as a point of contact for customer inquiries via phone, email, and chat * Provide basic to ...

IT Service Analyst I

Lincolnshire, IL · On-site +1

$65K - $70K/yr

But our commitment goes beyond our clients as we continue to live the Withum Way, promoting ... Delivering remote support to users throughout the Firm via phone, email, chat or our remote support ...

Be Seen First

You must have license AND certification You must live in FL, IL, IN, or WI Summary: The Customer ... Support business operations by working a flexible schedule within the Customer Care operating hours ...

New

Allstate Insurance Sales - Remote

Oak Park, IL · On-site +1

$51K - $130K/yr

  • Medical

  • Dental

  • Retirement

Benefit from our proven CRM and agency-supplied leads through internet, mailers, and live call ... This agency is independently owned and operated. Your application will go directly to the agency ...

Project Manager West Region - Remote

Schaumburg, IL · Remote

$90K - $100K/yr

  • Medical

  • Dental

  • Retirement

... operating system, improving emergency response with location accuracy, situational awareness ... live, and is a critical function in an industry where trust and relationships are paramount.

New

Showing results 21-40

Remote Live Chat Operator information

What does a remote live chat operator do?

A typical day for a Remote Live Chat Operator involves managing multiple live chat conversations simultaneously, assisting customers with their questions, solving issues, and documenting each interaction within the company’s customer service system. You’ll often collaborate with team members or escalate complex cases to supervisors, but most interactions will be independently managed. The role usually follows a structured schedule, though shift flexibility may be available, and requires consistent focus to maintain quick response times. Regular communication with your remote team and ongoing training sessions are common, ensuring you stay up-to-date on products, services, and best practices.

What are the key skills and qualifications needed to thrive as a remote live chat operator?

To thrive as a Remote Live Chat Operator, you need strong written communication skills, fast and accurate typing, and proficiency in using computers or customer service platforms, often proven by a high school diploma or equivalent. Familiarity with live chat software such as Zendesk, Intercom, or Freshdesk is beneficial, and previous customer service experience or certifications can be an advantage. Excellent problem-solving abilities, patience, and a customer-oriented attitude help candidates excel in this role. These skills are vital for promptly resolving inquiries, ensuring customer satisfaction, and maintaining productivity in a remote environment.

What is a remote live chat operator?

A Remote Live Chat Operator is responsible for assisting customers through online chat platforms. They handle inquiries, provide support, and help resolve issues in real time, all while working from a remote location. This role requires strong typing skills, clear communication, and the ability to multitask efficiently. Many companies use live chat operators to improve customer service and enhance user experience.

What are the most commonly searched types of Live Chat Operator jobs in Chicago, IL?

The most popular types of Live Chat Operator jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Live Chat Operator jobs?

Cities near Chicago, IL with the most Remote Live Chat Operator job openings:

Infographic showing various Remote Live Chat Operator job openings in Chicago, IL as of August 2026, with employment types broken down into 91% Full Time, and 9% Part Time. Highlights an 100% Remote job distribution.

Accounts Payable Supervisor

Pinnacle Live

Arlington Heights, IL • On-site, Remote

$80K - $100K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 12 days ago


Pinnacle Live rating

7.5

Company rating: 7.5 out of 10

Based on 16 frontline employees who took The Breakroom Quiz

190th of 491 rated business services


Job description

Description
Accounts Payable Supervisor
$80,000 - $100,000 annually
(dependent on experience)
Company Overview
Pinnacle Live is a premium, in-house AV and event production company operating at premier hotels and resorts across North America. We exist to Elevate Experiences - combining cutting-edge production with a deeply human touch, holding ourselves to a standard where exceptional is the baseline. We're guided by three core values: Excellence is our attitude. Innovation is our mindset. Our people make the difference. If you show up prepared, take ownership of your craft, and want to grow alongside a team that holds itself to high standards, we'd love to meet you.
Pinnacle Live is an equal opportunity employer committed to building a diverse, equitable, and inclusive workplace where every team member can thrive.
Job Summary
The Accounts Payable Supervisor oversees the daily operations of the team responsible for processing accounts payable across multiple locations. This role has a direct and ongoing impact on daily financial operations, ensuring timely processing, operational accuracy, and positive relationships with business partners.
Essential Functions
  • Oversee day-to-day accounts payable activities, supervising a team of 2, ensuring timely and accurate processing, coding, and posting of all invoices and payments.
  • Coordinate with the Purchasing Department, hotel venues, and other relevant departments to reconcile and resolve issues related to purchase orders, invoices, and receiving.
  • Review and set up vendor payments to be made on a daily/weekly basis with Controller.
  • Post business transactions, process invoices, verify financial data for use in maintaining account payable records, as needed.
  • Review, approve, and set up new vendors in PO system, AP system, and banking system.
  • Ensure that monthly accruals for goods/services received but not invoiced, and invoiced but not received are accurately recorded.
  • Reconcile the accounts payable ledger to ensure that all bills and payments are accounted for and properly posted.
  • Ensure the accuracy of the organization's financial documents for payment, auditing and tax purposes.
  • Prepare information for annual 1099 forms, ensuring all information is accurate to send to outside firm.
  • Support the annual audit process and assist with special reporting as needed.
  • Review and identify opportunities for improving Accounts Payable processes to enhance efficiency and strengthen internal controls.
  • Practice effective monitoring to ensure payments are made to vendors in a timely manner.
  • Protect business against unintentional overpayment.
  • Understand compliance issues around accounts payable processes (W-9, sales tax, etc.)
  • Understand expense accounts and cost centers.
  • Perform additional duties and special projects as assigned by the Controller.

Qualifications
To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed herein are representative of the knowledge, skill, and/or ability required.
  • Excellent organizational skills and attention to detail.
  • Excellent written and verbal communication skills.
  • Data entry skills along with a knack for numbers.
  • Proficient in Microsoft Office Suite.
  • Understanding of basic principles of finance, accounting, and bookkeeping.
  • Ability to maintain confidentiality of company and partner information.

Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.
Education & Experience
  • Five (5) years to seven (7) years of accounts payable experience required.
  • Previous experience in supervising a remote team.
  • Experience with Oracle Netsuite a plus.
  • Ability to work independently.
  • Self-motivated and capable of handling multiple tasks in a high-pressure environment.

Benefits
  • Generous time off with PTO, holidays and sick/personal days
  • 401k with a contribution match
  • Insurances; health, vision, dental and more
Pinnacle Live is an E-verify and Equal Employment Opportunity Employer
Pinnacle Live is committed to welcoming, valuing, and supporting every person and their unique contributions. We are actively working to foster an environment where diversity, equity, inclusion, belonging, and mutual respect thrive. We recognize that diversity is intersectional, and that actively valuing diversity demands that we continually strive to establish a welcoming atmosphere for all.
Pinnacle Live welcomes, openly acknowledges, empowers, and celebrates the diversity of all our team members, clients, and partners, and affirms the identities and experiences of all our members. We strive to create an environment where we actively embrace all forms of diversity.

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