1

Pos System Software Jobs in Chicago, IL (NOW HIRING)

Responsibilities Integrate with new POS systems and digital menu boards Build data pipelines to ... software architecture skills Experience in developing and deploying multiple projects used in ...

Automation (POS) Tester

Chicago, IL · On-site

$47.50 - $62.50/hr

Sonsoft Inc. is growing at a steady pace specializing in the fields of Software Development ... Experience in eCom, Order Management systems and POS automation is preferred. * Ability to design ...

Budtender

Willowbrook, IL · On-site

$17.25/hr

Ability to operate POS systems and basic software programs. * Strong communication and customer service skills. * Dependable, punctual, and able to work under pressure in a fast-paced retail setting.

Named the #1 Restaurant POS by G2 (Summer 2026), based on ratings from real users * Rated the top ... You will serve as a key technical leader for the systems that power the daily operations of ...

Advanced Software Engineer

Chicago, IL · On-site

$105K - $136K/yr

Refines and evolves software designs based on system architecture, business requirements, customer feedback, and product roadmap priorities. * Creates and maintains technical documentation including ...

next page

Showing results 1-20

Pos System Software information

See Chicago, IL salary details

$11.3K

$94.3K

$144.7K

How much do pos system software jobs pay per year?

As of Jul 16, 2026, the average yearly pay for pos system software in Chicago, IL is $94,299.00, according to ZipRecruiter salary data. Most workers in this role earn between $61,800.00 and $117,400.00 per year, depending on experience, location, and employer.

What is the difference between Pos System Software vs Cashier?

AspectPos System SoftwareCashier
Primary RoleManages sales transactions, inventory, and reporting through softwareProcesses sales, handles cash, and provides customer service
Required SkillsKnowledge of POS systems, basic computer skills, inventory managementCustomer service, cash handling, basic math skills
Work EnvironmentRetail stores, restaurants, hospitality venuesRetail stores, restaurants, supermarkets
CertificationsPOS software training, basic computer skillsCash handling certification (optional)

While Pos System Software refers to the digital tools used to manage sales and inventory, a Cashier is the person who operates the register and interacts directly with customers. Both roles are essential in retail and hospitality settings, with the software supporting the cashier's work by streamlining transactions and data management.

What are popular job titles related to Pos System Software jobs in Chicago, IL? For Pos System Software jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Pos System Software jobs in Chicago, IL look for? The top searched job categories for Pos System Software jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Pos System Software jobs? Cities near Chicago, IL with the most Pos System Software job openings:

POS Systems and Network Technician

COMMERCE TECH HOLDINGS LLC

Munster, IN • On-site

$45K - $55K/yr

Full-time

Medical, Dental, Vision, Life, PTO

Posted 27 days ago


Job description

POS Systems & Network Technician

We are seeking a dependable and technically skilled POS Systems & Network Technician to join our growing point-of-sale technology company.

This position is ideal for someone with strong hardware troubleshooting experience, advanced networking knowledge, low-voltage wiring skills, and excellent problem-solving abilities. The technician will install, configure, deploy, and support POS systems for restaurant and retail customers.

Responsibilities

  • Install, configure, and troubleshoot POS terminals, printers, cash drawers, payment devices, kitchen display systems, and related hardware
  • Diagnose and resolve hardware, software, network, and connectivity issues
  • Install and troubleshoot routers, switches, wireless access points, Ethernet cabling, and network-connected devices
  • Terminate, test, label, and organize low-voltage network wiring
  • Prepare, stage, configure, and test equipment before customer deployment
  • Perform onsite and remote technical support
  • Learn system settings and configuration requirements across multiple POS platforms
  • Assist with new installations, upgrades, conversions, and equipment replacements
  • Support Windows, Android, payment terminals, printers, and other connected devices
  • Document service calls, equipment configurations, network settings, and issue resolutions
  • Communicate clearly and professionally with customers and internal team members
  • Work independently to identify root causes and develop practical solutions

Required Qualifications

  • Strong experience troubleshooting computers, POS equipment, networking equipment, or similar business technology
  • Advanced knowledge of TCP/IP networking, DHCP, DNS, static IP addressing, routers, switches, and wireless networks
  • Experience with Ethernet cabling, cable termination, low-voltage wiring, and cable testing
  • Strong analytical and problem-solving skills
  • Ability to diagnose complex technical issues and work through them methodically
  • Comfortable learning and supporting multiple POS systems
  • Familiarity with Windows and Android devices
  • Strong communication and customer-service skills
  • Ability to manage multiple service requests and prioritize urgent issues
  • Valid driver’s license and reliable transportation
  • Ability to lift and carry computer and POS equipment
  • Ability to work in restaurant, retail, and commercial environments

Preferred Qualifications

  • Previous experience installing or supporting restaurant or retail POS systems
  • Experience with integrated payment terminals and credit card processing equipment
  • Knowledge of remote-support software and ticketing systems
  • Experience with surveillance cameras, access points, or other low-voltage systems
  • Experience documenting networks and technical configurations

Ideal Candidate

The ideal candidate is dependable, curious, organized, and comfortable working through challenging technical problems. We are looking for someone who can investigate an issue, determine the root cause, and explain the solution clearly.

This position requires a willingness to continuously learn as we support multiple POS systems, hardware configurations, payment devices, and customer environments.

Position Details

  • Full-time position
  • Combination of onsite and remote support
  • Local travel to customer locations is required
  • Some evening or weekend work may be required for scheduled installations or emergency support
  • Compensation is based on experience and technical ability

To Apply

Please submit your resume and a brief description of your experience with hardware troubleshooting, networking, low-voltage wiring, and POS systems.

Company Description

Growing B to B Technology Company. that provides tech to restaurants and retail stores that includes POS Systems, Payments, Loyalty, and affiliated tech with a high level of personal attention to our clients.