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Pos System Jobs in Chicago, IL (NOW HIRING)

Accurately and efficiently process customer transactions using the POS system. * Maintain a clean and organized dispensary, including product displays, shelves, and inventory. * Monitor inventory ...

... Comprehensive POS system training provided Expected POS system proficiency within 3 months Ongoing professional development opportunities What Success Looks Like Accurate and efficient sales ...

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Operate the Clover POS system for table time fees and consumables sales * Collect payments and handle transactions accurately * Maintain strict standards of cleanliness and sanitation in the ...

Accurately and efficiently process customer transactions using the POS system. * Maintain a clean and organized dispensary, including product displays, shelves, and inventory. * Monitor inventory ...

Reconcile revenue data from multiple POS systems against bank deposits, gift card liability reports, membership billing platforms, and general ledger entries; identify, investigate, and resolve ...

Accurately and efficiently process customer transactions using the POS system. * Maintain a clean and organized dispensary, including product displays, shelves, and inventory. * Monitor inventory ...

IT Manager - Retail Systems

Chicago, IL · On-site

$110K - $140K/yr

This is a high-impact role where you will own the technology that keeps stores running--POS systems, networking, and all in-store infrastructure. This is not a sit-back leadership role. You'll be in ...

Budtender

Plainfield, IL · On-site

$17/hr

Accurately and efficiently process customer transactions using the POS system. * Maintain a clean and organized dispensary, including product displays, shelves, and inventory. * Monitor inventory ...

Showing results 41-60

Pos System information

See Chicago, IL salary details

$44.3K

$112.8K

$171.5K

How much do pos system jobs pay per year?

As of Aug 14, 2026, the average yearly pay for pos system in Chicago, IL is $112,828.00, according to ZipRecruiter salary data. Most workers in this role earn between $87,000.00 and $133,900.00 per year, depending on experience, location, and employer.

What is a POS system?

A point of sale system, often referred to as a POS system, is used by retail businesses to collect payment for purchases of products or services. It includes both software and hardware components. The point of sale system acts as a cash register, determines and displays the purchase amount, and processes payments for both cash and credit card transactions. Some POS systems also track inventory, manage customer loyalty programs, and provide sales reports. There are on-premise systems that are installed on local machines, and cloud-based ones that access information through the internet.

What is the difference between Pos System vs Cashier?

AspectPos SystemCashier
CredentialsBasic technical knowledge, sometimes training on specific POS softwareMinimal formal credentials, customer service skills
Work EnvironmentOperates POS hardware/software, may handle inventory and sales dataHandles transactions at checkout counters, interacts directly with customers
Industry UsageUsed by retail, hospitality, restaurants for sales processingFound in similar settings, primarily as front-line staff

The Pos System refers to the hardware and software used to process sales and manage transactions, often involving inventory and reporting features. A Cashier is a role that involves operating the POS system to complete customer purchases. While cashiers focus on customer interaction and transaction handling, Pos Systems are tools used by cashiers and other staff to facilitate sales. Understanding the difference helps in job descriptions and training programs for retail and hospitality businesses.

What is a POS system?

A POS (Point of Sale) system is a combination of hardware and software that businesses use to process sales transactions. It typically includes a computer or tablet, cash register, barcode scanner, receipt printer, and payment terminal. Modern POS systems also help manage inventory, track sales, and generate reports, making it easier for businesses to operate efficiently. They're commonly used in retail stores, restaurants, and other customer-facing businesses.

What are the key skills and qualifications needed to thrive as a POS system specialist, and why are they important?

To thrive as a POS System Specialist, you need a solid understanding of retail operations, basic IT troubleshooting, and experience with payment processing, often supported by a degree in information technology or related experience. Familiarity with specific POS software (such as Square, Toast, or NCR), network setups, and sometimes certifications like CompTIA A+ are advantageous. Strong problem-solving, customer service orientation, and effective communication skills are crucial for addressing user issues and training staff. These skills ensure smooth transaction processing and minimize downtime, directly impacting business efficiency and customer satisfaction.

What are some common challenges faced by POS system specialists, and how can they successfully overcome them?

POS System Specialists often face challenges such as troubleshooting hardware or software issues under time pressure, adapting to frequent software updates, and ensuring seamless integration with other business systems. To overcome these hurdles, specialists benefit from strong problem-solving skills, staying current with system updates, and developing clear communication channels with both technical teams and non-technical staff. Proactively documenting solutions and best practices can also streamline support and improve response times for future issues.

What are the most commonly searched types of Pos System jobs in Chicago, IL?

The most popular types of Pos System jobs in Chicago, IL are:

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

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

Infographic showing various Pos System job openings in Chicago, IL as of August 2026, with employment types broken down into 59% Full Time, and 41% Part Time. Highlights an 98% In-person, and 2% Remote job distribution, with an average salary of $112,828 per year, or $54.2 per hour.

Full-time

Medical

Re-posted 29 days ago


Job description

ABOUT US

Terrabis is a leading privately held cannabis company with a bold growth strategy, focused on driving innovation and market expansion. Our approach integrates wholesale, retail, and customer experience to set industry standards and create value for both consumers and stakeholders.

JOB SUMMARY

We are seeking an experienced and knowledgeable Budtender to join our cannabis dispensary team. The successful candidate will be responsible for providing exceptional customer service, assisting with product selection, and ensuring compliance with all state and federal regulations.

RESPONSIBILITIES

  • Greet and assist customers in a friendly and professional manner.
  • Educate customers on cannabis products, including strains, edibles, concentrates, and topicals.
  • Accurately and efficiently process customer transactions using the POS system.
  • Maintain a clean and organized dispensary, including product displays, shelves, and inventory.
  • Monitor inventory levels and restock products as needed.
  • Follow all state and federal regulations related to cannabis sales and consumption.
  • Maintain knowledge of current cannabis industry trends and products.
  • Attend training sessions and keep up to date on industry developments.
  • Respond to customer inquiries and complaints in a timely and professional manner.
  • Perform other duties as assigned.

QUALIFICATIONS

  • High school diploma or equivalent.
  • Knowledge of cannabis strains, products, and consumption methods.
  • Experience in retail sales and customer service.
  • Strong communication and interpersonal skills.
  • Ability to work in a fast-paced environment and multitask.
  • Basic math skills and proficiency in using a POS system.
  • Ability to work a flexible schedule, including evenings, weekends, and holidays.
  • Prior experience in the cannabis industry.
  • Knowledge of state and federal cannabis regulations.
  • Experience with METRC and other cannabis tracking systems.

ADDITIONAL REQUIREMENTS

  • Must be 21 years or older
  • Ability to stand for long periods of time and lift up to 25 pounds.
  • Must pass all required background checks
  • Must possess valid driver's license or state ID
  • Must be available to travel 10% of the time
  • Remain compliant with all legal and company regulations for working in the industry
  • Must have open availability which includes nights and weekends

ADDITIONAL INFORMATION

Terrabis is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, pregnancy, disability, age, veteran status, or other characteristics. Click HERE to review our privacy policy.Â