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Pos System Software Jobs in Wisconsin (NOW HIRING)

Bear Country Inc

IT Support Specialist

Caledonia, WI

This position will be assisting in the maintenance of the point of sale (POS) system: Rolker and ... Support and train for Roller (POS) hardware and software suite * Supports Information Technology ...

Stein Garden Centers, Inc.

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Department Leads - Live Goods

Kimberly, WI · On-site

$13 - $15/hr

Skills in operating personal computers, POS systems, and various software packages (Preferred). Physical Demands: The physical demands described here are representative of those that must be met by ...

Stein Garden Centers, Inc.

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Department Lead - Live Goods

Oconomowoc, WI · On-site

$13 - $15/hr

Skills in operating personal computers, POS systems, and various software packages (Preferred). Physical Demands: The physical demands described here are representative of those that must be met by ...

Stein Garden Centers, Inc.

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Department Lead - Home & Garden

Oconomowoc, WI · On-site

$13 - $15/hr

Skills in operating personal computers, POS systems, and various software packages (Preferred). Physical Demands: The physical demands described here are representative of those that must be met by ...

Stein Garden Centers, Inc.

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Department Lead - Guest Services

Kenosha, WI · On-site

$13 - $15/hr

Skills in operating personal computers, POS systems, and various software packages (Preferred). Physical Demands: The physical demands described here are representative of those that must be met by ...

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Pos System Software information

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 Wisconsin? For Pos System Software jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Pos System Software jobs in Wisconsin look for? The top searched job categories for Pos System Software jobs in Wisconsin are:
What cities in Wisconsin are hiring for Pos System Software jobs? Cities in Wisconsin with the most Pos System Software job openings:
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Infographic showing various Pos System Software job openings in Wisconsin as of July 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution.

POS Field Service Technician

NORTH COUNTRY BUSINESS PRODUCTS INC

Madison, WI • On-site

$20 - $25/hr

Full-time

Medical

Posted 11 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