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Pos System Jobs in Madison, WI (NOW HIRING)

Cafe

Madison, WI ยท On-site

$15/hr

Responsibilities include preparing menu items, operating equipment such as espresso and frozen beverage machines, processing orders through our POS system, and running food to members on the pool ...

Cafe

Madison, WI ยท On-site

$15/hr

Responsibilities include preparing menu items, operating equipment such as espresso and frozen beverage machines, processing orders through our POS system, and running food to members on the pool ...

Server

Middleton, WI ยท On-site

$20 - $35/hr

Familiarity with point-of-sale (POS) systems. * Strong multitasking and organizational skills. * Ability to work flexible hours including evenings, weekends, and holidays. Responsibilities: * Greet ...

Server

Middleton, WI ยท On-site

$20 - $35/hr

Familiarity with point-of-sale (POS) systems. * Strong multitasking and organizational skills. * Ability to work flexible hours including evenings, weekends, and holidays. Responsibilities: * Greet ...

Restaurant Server

Madison, WI ยท On-site

$8/hr

Take orders accurately and enter them into the POS system * Serve food and beverages according to Hilton and Marcus standards * Anticipate guest needs and respond promptly to requests * Maintain ...

Restaurant Server

Madison, WI ยท On-site

$8/hr

Take orders accurately and enter them into the POS system * Serve food and beverages according to Hilton and Marcus standards * Anticipate guest needs and respond promptly to requests * Maintain ...

Restaurant Server

Madison, WI ยท On-site

$8/hr

Take orders accurately and enter them into the POS system * Serve food and beverages according to Hilton and Marcus standards * Anticipate guest needs and respond promptly to requests * Maintain ...

Bartender

Madison, WI ยท On-site

$8/hr

Input orders into the POS system accurately and create checks for all guests to ensure proper accountability * Maintain a clean, organized bar and lounge area throughout your shift * Assist guests ...

Bartender

Madison, WI ยท On-site

$8/hr

Input orders into the POS system accurately and create checks for all guests to ensure proper accountability * Maintain a clean, organized bar and lounge area throughout your shift * Assist guests ...

Bartender

Madison, WI ยท On-site

$8/hr

Input orders into the POS system accurately and create checks for all guests to ensure proper accountability * Maintain a clean, organized bar and lounge area throughout your shift * Assist guests ...

Bartender

Madison, WI ยท On-site

$8/hr

... the POS system accurately and create checks for all guests to ensure proper accountability Maintain a clean, organized bar and lounge area throughout your shift Assist guests seated in the bar or ...

Bartender

Madison, WI ยท On-site

$8/hr

Input orders into the POS system accurately and create checks for all guests to ensure proper accountability * Maintain a clean, organized bar and lounge area throughout your shift * Assist guests ...

Bartender

Madison, WI ยท On-site

$8/hr

... the POS system accurately and create checks for all guests to ensure proper accountability Maintain a clean, organized bar and lounge area throughout your shift Assist guests seated in the bar or ...

Input orders into the POS system accurately and create checks for all guests to ensure proper accountability * Maintain a clean, organized bar and lounge area throughout your shift * Assist guests ...

Amusements Attendant

Madison, WI

$13.25 - $17.75/hr

Operate the POS system and handle guest transactions accurately * Keep areas like laser tag and escape rooms clean, organized, and ready for play * Enforce safety and game rules while maintaining a ...

Retail Keyholder (Store 740)

Madison, WI ยท On-site

$14.75 - $19.75/hr

Process guest purchases and returns accurately via the Point-of-Sale (POS) computer system, ensuring top-notch guest service. * Address guest comments or questions in person or on the phone ...

Retail Keyholder (Store 6913)

Portage, WI

$15.75 - $20.75/hr

Process guest purchases and returns accurately via the Point-of-Sale (POS) computer system, ensuring top-notch guest service. * Address guest comments or questions in person or on the phone ...

Retail Keyholder (Store 4457)

Madison, WI ยท On-site

$14.75 - $19.75/hr

Process guest purchases and returns accurately via the Point-of-Sale (POS) computer system, ensuring top-notch guest service. * Address guest comments or questions in person or on the phone ...

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Showing results 1-20

Pos System information

See Madison, WI salary details

$43.3K

$110.4K

$167.8K

How much do pos system jobs pay per year?

As of Aug 7, 2026, the average yearly pay for pos system in Madison, WI is $110,362.00, according to ZipRecruiter salary data. Most workers in this role earn between $85,100.00 and $131,000.00 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 popular job titles related to Pos System jobs in Madison, WI? For Pos System jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Pos System jobs in Madison, WI look for? The top searched job categories for Pos System jobs in Madison, WI are:
Infographic showing various Pos System job openings in Madison, WI as of August 2026, with employment types broken down into 48% Full Time, and 52% Part Time. Highlights an 100% In-person job distribution, with an average salary of $110,362 per year, or $53.1 per hour.

POS Field Service Technician

NORTH COUNTRY BUSINESS PRODUCTS INC

Madison, WI โ€ข On-site

$20 - $25/hr

Full-time

Medical

Posted 13 days ago


Job description

POS Field Service Technician

Ready to Drive Retail Success? Join North Country as a POS Field Service Technician!

Location: Madison, WI and Sioux Falls, SD | Company Vehicle Provided | 100% Employee-Owned

Turn Your Tech Skills Into Ownership Success

Do you thrive on technical challenges and helping businesses succeed? Your troubleshooting expertise could make you an owner—not just an employee—at one of America's largest retail technology providers.

As our POS Field Service Technician, you'll keep grocery stores, convenience stores, and restaurants running smoothly. Plus, after just 6 months, you'll be eligible for our Employee Stock Ownership Plan (ESOP) – your hard work directly translates to shared profits and wealth building.

What You'll Do

Technical Excellence:

  • Learn POS systems through our comprehensive training program
  • Troubleshoot hardware, software, and networking issues remotely and on-site
  • Install and deploy cutting-edge retail systems
  • Travel to Client sites (company vehicle provided)

Client Impact:

  • Be the expert who gets businesses back up and running when systems go down
  • Lead installation projects from delivery through documentation
  • Maintain critical inventory systems

What We're Looking For

Must Have:

  • Valid driver's license with a clean record
  • Basic computer hardware/software troubleshooting experience
  • Self-motivated problem-solver
  • Willingness to learn through our POS training program

Nice to Have:

  • Two-year technical degree
  • Network connectivity knowledge

Why North Country?

Industry Leader Since 1948 - 75+ years serving grocery, convenience, and hospitality industries
True Ownership - After 6 months, become an associate-owner through our ESOP and share in company success
Career Growth - From technical roles to leadership positions with unlimited advancement potential
Great Balance - Mix of fieldwork and office support with travel

Ready to Own Your Career?

Join North Country where your problem-solving skills don't just fix systems—they build your financial future. Apply today and discover what it means to be more than an employee. Become an owner.

North Country Business Products - Where Technology Meets Ownership