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Remote Retail Jobs in Chicago, IL (NOW HIRING)

United States/Remote Reporting To: Regional VP, Key Accounts and Partners Retail Description The Director, Strategic Accounts- Retail - will build a sustainable base of business that meets and ...

Entry Level Remote Insurance Sales

Chicago, IL ยท Remote

$1.5K - $3.2K/wk

Any customer-facing role -- retail, hospitality, food service, tutoring * Student athletes or ... Raleigh/Triangle area preferred -- fully remote, open to all U.S. locations * Able to pass a ...

Entry Level Remote Insurance Sales

Chicago, IL ยท Remote

$1.5K - $3.2K/wk

Any customer-facing role -- retail, hospitality, food service, tutoring * Student athletes or ... Raleigh/Triangle area preferred -- fully remote, open to all U.S. locations * Able to pass a ...

Be Seen First

Remote Customer Sales Representative - No Experience Needed Remote | Full-Time | U.S. and Canada ... retail, hospitality, recruiting, call centers, banking, administration, or sales can be helpful ...

New

Entry Level Remote Sales Role

Chicago, IL ยท Remote

$1.5K - $5.3K/wk

Any customer-facing role -- retail, hospitality, food service, tutoring * Student athletes or ... Fully remote -- work from home or anywhere in the U.S. * Flexible schedule -- full time or ...

GM, Retail Media

Chicago, IL ยท On-site +1

Retailer conversion: Converting existing Catalina retailer relationships into In-Store RM platform generating positive margin contribution by balancing, the cost of services, subscription, lease or ...

Recent experience calling on CPG, retail, ingredient suppliers and food service clients. * You're a ... Most of our team members are fully remote with occasional travel to conferences or team retreats.

Showing results 41-60

Remote Retail information

See Chicago, IL salary details

$21K

$71.3K

$133.9K

How much do remote retail jobs pay per year?

As of Aug 24, 2026, the average yearly pay for remote retail in Chicago, IL is $71,285.00, according to ZipRecruiter salary data. Most workers in this role earn between $46,188.00 and $93,404.00 per year, depending on experience, location, and employer.

What is a remote retail?

A Remote Retail job involves selling products or providing customer service for a retail company from a remote location, often online or over the phone. Responsibilities may include processing orders, assisting customers, managing inventory, and handling sales inquiries. These roles can be in e-commerce, virtual customer support, or digital merchandising. Many Remote Retail jobs require strong communication skills and familiarity with online sales platforms.

What does a typical day look like for someone working in remote retail?

In a Remote Retail role, your day often involves assisting customers through live chat, email, or phone, processing online orders, and managing inventory or product listings virtually. You may also address customer inquiries, resolve issues, and collaborate with other remote team members or departments to ensure smooth operations. Regular online training sessions and virtual team meetings help keep you up to date on products and company policies. Work schedules can be flexible, but strong organization and time management are essential for meeting customer needs and achieving sales targets. This dynamic work environment allows for both independent tasks and collaborative projects, providing variety and opportunities for growth.

What are the key skills and qualifications needed to thrive in remote retail, and why are they important?

To thrive in Remote Retail, you need strong sales acumen, product knowledge, and customer service skills, often supported by experience in e-commerce or retail roles. Familiarity with online retail platforms, point-of-sale (POS) software, customer relationship management (CRM) tools, and virtual communication systems is highly desirable. Excellent communication, self-motivation, and the ability to resolve issues independently help candidates excel in a virtual retail environment. These skills and qualities are essential for providing exceptional customer experiences and meeting sales goals while working remotely.

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

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

What are popular job titles related to Remote Retail jobs in Chicago, IL?

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

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

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

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

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

Infographic showing various Remote Retail job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $71,285 per year, or $34.3 per hour.

Director, Strategic Accounts -Retail

Chicago, IL โ€ข On-site, Remote

$120K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 14 days ago


Job description

Director, Strategic Accounts -Retail
Department: Sales - Retail Sales
Employment Type: Permanent - Full Time
Location: United States/Remote
Reporting To: Regional VP, Key Accounts and Partners Retail
Description
The Director, Strategic Accounts- Retail - will build a sustainable base of business that meets and exceeds revenue and order intake objectives for agreed upon accounts in their assigned territory through tenacious focus on Glory Global Solutions seven step sales process.
In this role, you will be a driving force behind GGS' expanded sales initiative, leading new business growth across retail vertical markets (Grocery, Discount Department, Quick Serve Restaurants, Check Cashing, and other cash -handling customers). To be successful in this role, the candidate must be well organized and have a plan for working his / her territory. He or She will work the entire sales pipeline daily. This starts with creating new leads, qualifying the leads, developing the opportunity, creating value, presenting solutions and closing new business. The ideal candidate will be a "Hunter", while still having the skill set to maintain and grow the business relationships that he / she started. This position will focus on the top tier prospects across retail markets verticals therefore requires strong prospecting skills to major retail organizations.
Key Responsibilities
  • Heavy outbound calls to prospects and customers

  • Revenue: Develop, realize and maintain incremental revenue by selling and advocating GGS products and services "to", "through" and "with" prospective customers within specified territory and / or assigned accounts.

  • Experience utilizing CRM software to document all sales activity, manage the sales pipeline and identify, track and facilitate closure of key opportunities.

  • Maintain on-going relationships with multiple contacts throughout client's organizations and effectively utilize internal resources to insure smooth delivery of products/ services and payment.

  • Process all sales order paperwork in a timely fashion.

  • Resolve customer conflicts quickly. (RMA requests, etc.)

  • 50%+ travel within geographic territory as required. Reside in major metropolitan city within territory.

  • Attend trade shows promoting products when required as well as internal sales meetings arranged by the company.

  • Maintains a consultative or solutions oriented selling style.

  • Demonstrated ability to manage multiple projects to achieve commitment and results.

  • Experience and understanding of retail information technology (IT) platforms a plus.

  • Drive bigger deals and more new opportunities.

Skills, Knowledge & Expertise
Education Level:
  • BA or BS preferred.

Qualifications:
  • 8+ years solution-based sales experience including but not limited to 5+ years sales experience within the retail market selling POS solutions, software, hardware, cash handling equipment or other B2B situations.

  • Must be organized, motivated and possess the ability to follow a structured sales process and develop and execute a sales plan enthusiastically.

  • Position requires a "hunter mentality" and has demonstrated successful penetration of tier 1 and upper tier 2 (greater than $1 Billion in revenue with over 500 stores) retail accounts and has high level contact selling solutions and driving sales.

  • Qualified candidate possesses the ability to provide a solution based selling approach (versus only product selling) to senior level executives in the top end of the larger local and community bank in their geography.

  • Strong account management, closing and "win-win" negotiating skills are essential.

  • Exceptional business writing and communication skills.

  • Can create and modify Power Point style capability presentations.

  • Can effectively use Excel and other MS applications.

  • Experience in designing and negotiating winning sales proposals that involves calculating pricing to reach gross profit targets.

Job Benefits
COMPENSATION PLAN
  • Base Salary: $105K-$115K
  • Commission at Target: $120K + Bonus at Target: $80K
  • On Target Annual Compensation: $300K-$315K
  • Strong Above Target Incentives
  • Car Allowance
  • +All the HR Benefits as listed today

Glory is proud to share that our benefit package ranks in the top 25% across the country!
Benefits:
  • 401(k) Retirement Plan with Fidelity - 2.5% Base contribution paid toward your retirement by Glory even if you do not participate. Plus, Glory matches 3% up to 6% of your contribution
  • Health insurance - 3 medical plans to choose from. High, Medium and Low deductible through Blue Cross Blue Shield
  • MDLive - 24/7 Virtual Doctor plus a Nurse Line
  • Dental insurance
  • Vision insurance
  • FSA / Dependent Care
  • Voluntary Life Insurance
  • Basic Life insurance and AD&D - Company paid
  • Short Term Disability / Long Term Disability / Employee Assistance Program - Company paid
  • Paid Vacation - start with a prorated amount of hours your first year depending on start date. 80 vacation hours earning your first full year and vacation hours increase based on years of service
  • Paid Sick days based on City/State requirements
  • Paid Holidays - 9 to 11 days based on start date
  • Professional development assistance
  • Education assistance
  • Adoption Assistance
  • Legal and ID Theft plans
  • Annual Bonus opportunity
  • Opportunities for internal promotions/career advancement