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

Regional Sales Manager - West

Aurora, IL · On-site +1

  • Medical

  • Dental

  • Retirement

  • PTO

... POS report provided, specifiers, and end-users. Must manage the success of the region to maximize ... Effective knowledge of the use of computers from remote locations * Demonstrated pattern of success ...

Senior Analyst Inventory Control

Chicago, IL · On-site +1

$78K - $102K/yr

  • Retirement

  • PTO

... is a remote position but the ideal candidate should live in the Chicagoland area. " Position ... The role supports daily inventory operations while leading data analysis, system support, and ...

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Showing results 21-25

Remote Pos System information

See Chicago, IL salary details

$15

$28

$44

How much do remote pos system jobs pay per hour?

As of Aug 13, 2026, the average hourly pay for remote pos system in Chicago, IL is $28.32, according to ZipRecruiter salary data. Most workers in this role earn between $22.02 and $32.93 per hour, depending on experience, location, and employer.

What is a remote POS system?

A Remote POS (Point of Sale) System is a software and hardware solution that allows businesses to process sales transactions, manage inventory, and handle customer data from any location via the internet. These systems are typically cloud-based, enabling access through computers, tablets, or smartphones without being tied to a physical location. Remote POS systems are ideal for businesses with multiple locations, mobile vendors, or those needing flexibility in managing sales and operations remotely.

What are common challenges faced by professionals working with remote POS systems, and how can they be addressed?

Professionals managing remote POS systems often encounter challenges such as ensuring stable internet connectivity, troubleshooting technical issues from a distance, and maintaining data security. Since support is provided remotely, clear communication skills and familiarity with remote diagnostic tools are essential. Proactively monitoring system performance and providing thorough user training can help mitigate downtime and user errors. Staying updated on the latest POS software updates and cybersecurity best practices also contributes to smooth system operation.

What is the difference between Remote Pos System vs Remote Cashier?

AspectRemote Pos SystemRemote Cashier
Required CredentialsBasic POS training, customer service skillsCash handling, POS operation, customer service
Work EnvironmentRetail, hospitality, or food service settingsRetail stores, restaurants, cafes
Employer & Industry UsageBusinesses needing sales processing remotelyBusinesses with sales transactions and customer interactions
Search & Comparison IntentUnderstanding POS system features and remote setupJob roles involving cashier duties remotely

Remote Pos System involves managing and operating point-of-sale technology remotely, often supporting sales processes. Remote Cashier focuses on handling transactions and customer interactions from a remote location. While both roles require customer service skills and familiarity with POS systems, Remote Pos System emphasizes technical support and system management, whereas Remote Cashier centers on transaction processing. Understanding these differences helps job seekers find roles aligned with their skills and career goals.

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

To thrive as a Remote POS System Specialist, you need a strong understanding of point-of-sale technologies, troubleshooting methods, and relevant experience in IT support or customer service. Familiarity with POS software platforms (like Square, Toast, or Clover), remote desktop tools, and certifications such as CompTIA A+ or ITIL are commonly required. Excellent communication, problem-solving skills, and patience help you effectively assist clients and resolve technical issues remotely. These skills ensure smooth business operations for clients, minimize downtime, and foster positive user experiences.

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 are popular job titles related to Remote Pos System jobs in Chicago, IL?

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

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

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

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

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

On Premise Channel Manager - Chicago

Heaven Hill Brands

Chicago, IL • Remote

$84K - $94K/yr

Other

Medical, Dental, Vision, Retirement, PTO

Re-posted 11 days ago


Heaven Hill Brands rating

8.9

Company rating: 8.9 out of 10

Based on 8 frontline employees who took The Breakroom Quiz

16th of 438 rated food and drinks producers


Job description

This is a remote position with an ideal base location in Chicago, IL.


What the Role Is


The On-Premise Channel Manager will be responsible for the field execution of on-premise strategic initiatives in the Illinois market. This position will evaluate, implement, and execute programs within our brand strategies, and will lead, train, and manage local distributor sales teams.


How You Will Spend Your Time?

  • Support management of distributors on a day-to-day basis, ensuring adherence to our brand policies, distribution objectives are achieved, and promotional activity is taking place
  • Train distributor sales teams, observe competitive market activity and evaluate distributor execution against our initiatives
  • Support local sales team
  • Meet with key on-premise accounts within assigned area to develop strong working relationships
  • Present and leverage our brands for increased volume and assist distributor in attaining our goals and objectives
  • Be visible at the distributor office, meeting with sales representatives and management to ensure share of mind
  • Align with key local events and participate where the opportunity fits our strategy, including execution of national initiatives in your local market
  • Act as contact for distributor sales teams to ensure they are informed of local and national objectives and programs while providing support for all sales-related activities
  • Execute product seminars at accounts and with the distributor sales teams
  • Provide National Account Mandate compliance updates as they are required
  • Stay informed of customer and consumer trends
  • Maintain calendar of activities and promotions, ensuring distributor and third-party agencies have successful communications
  • Provide monthly market activity report to supervisor, including list of objectives, accomplishments, competitive activity, special projects and/or any specific needs
  • Provide market and competitive brand updates to supervisor, including timely and accurate communication of changing field conditions that may affect volumes, as well as staffing changes at distributor and competitors
  • Review programs and execution updates with distributor management
  • Provide feedback on effectiveness of marketing and sales initiatives, including programs, POS, advertising, etc.
  • Assist on special projects such as verifying pricing and or distribution at on-premise accounts as assigned

Who You Are…

  • Bachelor’s Degree in Business Administration or related discipline, or may substitute equivalent years’ work-related experience
  • Five (5) plus years’ work-related experience in distilled spirits/wine supplier industry
  • Analytical skills, in particular, gathering data from a wide variety of sources, and presenting it in formats suitable for a wide variety of audiences
  • Sales and Marketing — Knowledge of principles and methods for showing, promoting, and selling products or services. This includes marketing strategy and tactics, product demonstration, sales techniques, and sales control systems
  • Good managerial and effective presentation skills
  • Strong oral and written communication skills
  • Excellent interpersonal skills
  • Proficient using Microsoft Office including Microsoft Word, Excel, and PowerPoint
  • Valid Driver's License

Valued but not Required Skills and Experience:

  • Emphasis in Management and/or Marketing
  • Advanced computer proficiency

Physical Requirements

While performing duties of job, employee is occasionally required to stand; walk; use hands and fingers to handle, or feel objects, and use of computer; reach with hands and arms. Employee must occasionally lift and/or move up to 20 pounds.

Benefits

  • Paid Vacation
  • 11 Paid Holidays
  • Health, Dental & Vision eligibility from day one
  • FSA/HSA
  • 401K match
  • EAP
  • Maternity/Paternity Leave

Heaven Hill and its affiliates are committed to fostering a diverse workforce as an Equal Employment Opportunity company. We invite applications from candidates of all backgrounds, without regard to race, religion, color, sex, sexual orientation, natural origin, gender identity or expression, age, disability, veteran status or any other legally protected characteristic.


In Chicago, the expected compensation range for this role is between $84,000 - 94,000. Actual starting pay may differ based on non-discriminatory factors including, but not limited to, geographic location, experience, skills, specialty, and education.


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