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Pos Technology Jobs in Chicago, IL (NOW HIRING)

Green Thumb

Associate IT Operations Engineer

Chicago, IL · On-site

$65K - $75K/yr

Troubleshoot, install, and maintain devices such as PCs, laptops, retail Point of Sale (PoS) technology (registers, printers, iPads/iOS devices), VoIP phones, and other end-user systems. * Technology ...

Photon

POS Support Lead | Atlanta

Chicago, IL · On-site

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Bachelor's degree in Information Technology, Business Administration, or a related field ... Proficiency in POS systems, hardware troubleshooting, and familiarity with mobile operating ...

Photon

POS Support Lead | Atlanta

Chicago, IL · On-site

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Bachelor's degree in Information Technology, Business Administration, or a related field ... Proficiency in POS systems, hardware troubleshooting, and familiarity with mobile operating ...

Ace Hardware

Store Manager

Crown Point, IN

... POS technology (Eagle, Acenet, etc.) Why Join Us? We're a locally owned and operated Ace Hardware committed to serving our community. If you're ready to run a store like it's your own, we'd love to ...

New

Sonsoft Inc

Automation (POS) Tester

Chicago, IL · On-site

$47.50 - $62.50/hr

... Technology Enabled Services. - * At least 4 years of experience in test automation using Selenium ... Experience in eCom, Order Management systems and POS automation is preferred. * Ability to design ...

Block

Mid-Market Account Manager

Chicago, IL

Inform operations and program design for this segment at scale You Have * 5+ years of experience in account management or sales, ideally within SaaS, payments, or POS technology * Proven success ...

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Showing results 1-20

All JobsPos Technology JobsPos Technology Jobs in Chicago, IL

Pos Technology information

See Chicago, IL salary details

$31.4K

$109.1K

$145.8K

How much do pos technology jobs pay per year?

As of Aug 15, 2026, the average yearly pay for pos technology in Chicago, IL is $109,109.00, according to ZipRecruiter salary data. Most workers in this role earn between $63,400.00 and $132,900.00 per year, depending on experience, location, and employer.

What is the difference between Pos Technology vs Cashier?

AspectPos TechnologyCashier
Required SkillsPoint of Sale system operation, basic troubleshooting, customer serviceCustomer transaction handling, cash management, basic POS use
CertificationsNone typically required, but POS training may be preferredNone required
Work EnvironmentRetail, hospitality, restaurantsRetail stores, restaurants, supermarkets
Job FocusManaging POS systems, supporting sales transactions, troubleshootingProcessing sales, handling cash, customer service

Pos Technology roles focus on operating and supporting POS systems, often requiring technical skills and system knowledge. Cashiers primarily handle transactions and customer interactions. While both roles are essential in retail and hospitality, Pos Technology positions involve more technical responsibilities, whereas cashiers focus on customer service and sales processing.

What are popular job titles related to Pos Technology jobs in Chicago, IL?

For Pos Technology jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Pos Technology jobs in Chicago, IL look for?

The top searched job categories for Pos Technology jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Pos Technology jobs?

Cities near Chicago, IL with the most Pos Technology job openings:

Pos Technology jobs near you
Infographic showing various Pos Technology job openings in Chicago, IL as of August 2026, with employment types broken down into 71% Full Time, 26% Part Time, and 3% Contract. Highlights an 100% In-person job distribution, with an average salary of $109,109 per year, or $52.5 per hour.

Associate IT Operations Engineer

Green Thumb

Chicago, IL • Remote

Full-time

Posted 17 days ago

Green Thumb Industries rating

7.3

Company rating: 7.3 out of 10

Based on 56 frontline employees who took The Breakroom Quiz

4th of 33 rated cannabis dispensaries

Job description

The Role

This role is ideal for individuals eager to learn how to troubleshoot, install, and maintain various IT systems related to both end-user hardware and technology infrastructure. You don't need to be an expert, but we value a strong willingness to learn and grow in a dynamic, hands-on environment. This role will be required to travel up to 40% support various sites. As part of our IT operations team, you will support day-to-day system operations, help resolve technical issues and maintain the health of our IT infrastructure. Over time, you will gain the confidence to take ownership of these systems and continue to grow within the IT organization. 

  • This is a remote role that requires up to 40% travel. 
  • Preferred candidates must reside in one of our operating states:
    • CA, CT, FL, IL, MA, MD, MN, NJ, NV, NY, OH, PA, RI, VA
Responsibilities: 
  • End-User Hardware Support: 
    • Troubleshoot, install, and maintain devices such as PCs, laptops, retail Point of Sale (PoS) technology (registers, printers, iPads/iOS devices), VoIP phones, and other end-user systems. 
  • Technology Infrastructure Support: 
    • Assist in managing Dell and Nutanix servers, Windows Server 2016/2019, network equipment (Meraki and Fortinet switches, firewalls, wireless APs), manufacturing IoT devices, ISP circuits, and interconnectivity technologies (copper ethernet and single-mode fiber optics). 
  • Incident Management: 
    • Monitor and respond to issues via our helpdesk ticketing system (Fresh Service). 
    • Proactively and reactively address alerts from our SolarWinds system monitoring platform. 
  • On-Call Support: 
    • Participate in after-hours, weekend, and holiday on-call support rotations. 
  • Other Duties: 
    • Additional responsibilities as assigned by manager. 
    • Support overall information systems planning, implementation, and administration in a variety of IT functional areas.  
    • Follow internal procedures and guidelines to troubleshoot and resolve basic IT issues across different systems and technologies, including hardware, software, and networks. 
    • Provide support to end-users, assisting with software and hardware malfunctions, setting up new equipment, and documenting and escalating issues as necessary.  
    • Install and configure software and applies patches or updates to maintain basic IT infrastructure such as servers, workstations, and network devices.  
    • Routinely test and monitor IT system performance to ensure system security and reliability. 
  Qualifications / Requirements: 
  • Ability to travel up to 40% 
  • High School Diploma or equivalent required; Associate's or Bachelor's degree in Information Technology or related field preferred. 
  • Up to two years of experience and / or training in IT support or related fields. 
  • Understanding of IT hardware and software systems, including end-user devices (PCs, laptops, iPads, PoS systems) and infrastructure components (servers, networking equipment, and Windows Server environments). 
  • Familiarity with basic network troubleshooting (Ethernet, fiber optics) and system monitoring tools is a plus. 
  • Ability to troubleshoot and resolve technical issues related to hardware and software systems. 
  • Strong communication and interpersonal skills to interact with internal customers and team members. 
  • Flexibility to participate in on-call rotations, handle physical tasks, and travel as needed. 
  • Ability to pass state cannabis licensing requirements, including federal background checks. 
  • Ability to perform tasks that may involve lifting (up to 50 pounds), walking, climbing stairs/ladders, and equipment setup (boxing/unboxing). 

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