Sales Supervisor Jobs in Illinois
Sales Supervisor jobs in Illinois are in consistent demand, with strong hiring across retail, wholesale distribution, insurance, and B2B services at levels from entry-level team lead through senior regional supervisor. Chicago, Naperville, and Schaumburg anchor most of the activity, where established employers such as Walgreens, Allstate, and Grainger maintain large sales operations and hire supervisors on a rolling basis. The most sought-after specialties in Illinois are retail sales management, inside sales leadership, and wholesale distribution supervision. Find a role that fits below and apply directly.
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About the Brand
Hey! We’re SET. We’re here to simplify the way you get dressed. In an effort to be more effortless, we design athleisure that blurs the line between form and function. Whether you're getting active or actively chilling on the couch, our elevated essentials take you there. We’re a community first and a brand second. Seriously. Everything we create is with you in mind— from styles and colors, to what's to come and what's coming back. We believe open communication is key, because we’re at our best when you feel yours. We love to share what's going on BTS (behind the SET). Production planning, photoshoots, business day-to-day, what's up next, the good, the bad and the challenging. We're big on keeping it real and we'll always share the "why," because you deserve it.
About the Role
We are seeking a passionate and results-driven Sales Supervisor to join our boutique, powered by the Leap Platform. This opportunity is ideal for a hands-on retail leader who thrives on the sales floor, develops teams, and creates exceptional customer experiences.
As a key member of the leadership team, you will serve as the Leader on Duty, partnering with the Store Manager/General Manager to drive sales performance, lead daily operations, and ensure the team delivers an elevated in-store experience. When the Store Manager is not present, you will confidently oversee the business, ensuring sales goals are achieved, brand standards are maintained, and customers receive exceptional service.
Hourly Pay Range: $20/hr – $24/hr. Compensation will be determined based on the candidate's experience, skills, competencies, and qualifications. This role is bonus eligible.
What You'll Do
Drive Sales Performance
- Lead the team in achieving daily sales goals and key performance metrics through active coaching, floor leadership, and strong selling behaviors.
- Monitor business performance throughout the day, identifying opportunities and adjusting priorities to maximize results.
- Reinforce product knowledge, storytelling, and personalized selling techniques to elevate the customer experience.
Deliver an Exceptional Customer Experience
- Create meaningful customer connections through authentic engagement, product expertise, and personalized service.
- Coach associates to deliver thoughtful recommendations and experiences that drive customer loyalty and repeat business.
Lead & Develop the Team
- Serve as a trusted leader on the sales floor by providing coaching, feedback, recognition, and ongoing support to develop a high-performing team.
- Partner with store leadership to onboard new team members, reinforce training, and foster a culture of accountability and collaboration.
Lead Daily Store Operations
- Serve as Leader on Duty by overseeing daily store execution and ensuring the team is prepared to deliver an exceptional customer experience.
- Execute brand standards across visual merchandising, inventory management, shipment processing, and daily operations while maintaining compliance with company policies.
- Support store events, activations, new store openings, and market initiatives as needed.
Key Performance Indicators (KPIs)
- Sales Leadership & Business Performance: Leads the team to achieve daily sales goals and key performance metrics through effective coaching, floor leadership, and commercial execution.
- Customer Experience & Brand Loyalty: Creates meaningful customer connections through exceptional service, product expertise, and engagement strategies that drive loyalty and repeat business.
- Team Engagement & Development: Builds a high-performing team through coaching, recognition, collaboration, and consistent reinforcement of brand expectations.
- Operational Excellence: Maintains strong execution of store standards, operational processes, and daily business priorities.
Position Requirements
- 1–3 years of retail leadership or supervisory experience in boutique, specialty, premium, or customer-focused retail environments.
- Demonstrated ability to lead a team, coach selling behaviors, and drive sales results in a fast-paced environment.
- Strong customer-focused selling skills with the ability to build relationships, provide product expertise, and create memorable experiences.
- Strong communication skills with the ability to provide feedback, motivate others, and build positive team relationships.
- Oversees daily sales floor standards, including organization, replenishment, cleanliness, and overall store presentation.
- Experience with retail technology, including Shopify, Endear CRM, Slack, and Google Workspace preferred.
- Flexible availability, including days, evenings, weekends, and holidays.
- Ability to actively lead on the sales floor, including standing, walking, climbing ladders, and lifting up to 50 lbs.
- Must be at least 18 years of age.
About Leap
The Leap platform powers insight-driven retail stores for modern brands, delivering superior performance with minimized risk. We manage 100+ stores across the country and proudly partner with trailblazing brands such as Alohas, Bombas, Frankies Bikinis, Grown Brilliance, Malbon Golf, MZ Wallace, Ring Concierge, SET, and many others.
Leap Perks
- Bonus eligible
- Medical, dental, and vision benefits (must average 32+ hours per week)
- AllOne Health Employee Assistance Program
- 401(k)
-
Accrued PTO:
- Full-time hourly employees can accrue up to two weeks (80 hours) of paid time off annually, excluding restricted dates during busy retail seasons, with manager approval.
- Part-time hourly employees accrue PTO in accordance with local laws.
- Employee discount and wardrobe allotment for participating Leap brands
Leap celebrates diversity and is committed to fostering an inclusive workplace where every team member can thrive. We believe our differences strengthen our organization and better support the brands, customers, and communities we serve. We value individuals of all backgrounds, experiences, and identities.
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See All 41 Sales Supervisor Jobs in Illinois
Find roles in Illinois that match your experience and apply in just a few clicks.
Find Sales Supervisor JobsSales Supervisor Jobs by City in Illinois
Where Illinois roles are concentrated, by current openings.
Sales Supervisor Job Market in Illinois
A snapshot from current Illinois openings, updated as new roles post.
Who's Hiring



What Illinois Employers Look For
The qualifications that appear most often in sales supervisor jobs across Illinois.
- High school diploma or bachelor's degree in business, marketing, or a related field
- Two or more years of sales experience with demonstrated leadership responsibilities
- Proven ability to set team targets, monitor performance, and coach sales representatives
- Proficiency with CRM platforms such as Salesforce or Microsoft Dynamics
- Strong communication and negotiation skills for client-facing and team-leadership settings
- Familiarity with Illinois retail or wholesale compliance standards and reporting expectations
Sales Supervisor Jobs in Illinois: Frequently Asked Questions
How do you become a sales supervisor in Illinois?
Most Illinois employers promote candidates who combine front-line sales experience with demonstrated leadership ability rather than requiring a state-issued license for the role itself. A bachelor's degree in business, marketing, or a related field strengthens your application, though many employers accept an equivalent combination of education and experience. Gaining experience as a senior sales representative or team lead at Illinois-based retail chains, distributors, or insurance companies is the most direct path to a supervisory posting.
Which companies hire sales supervisors in Illinois?
Employers hiring sales supervisors in Illinois right now include Lacoste, Harbor Freight Tools, and REFORMATION, based on current listings on Migrate Mate as of September 2026. Illinois's concentration of corporate headquarters and large regional distribution operations means opportunities are spread across both the Chicago metro and suburban business corridors in the collar counties.
Which Illinois cities have the most sales supervisor jobs?
Chicago, Schaumburg, and Aurora lead Illinois for sales supervisor openings. Chicago drives the largest share through its dense retail, financial services, and B2B industries, while Naperville and Schaumburg attract openings because major corporate headquarters and regional offices for companies such as Allstate, Grainger, and Midway along the I-88 and I-90 corridors are concentrated there.
Are there remote sales supervisor jobs in Illinois?
Yes, but they're less common than in purely analytical roles because sales supervision often involves in-person coaching, floor observation, and direct client contact. About 0% of sales supervisor openings tied to Illinois are remote or hybrid as of September 2026, with flexibility most often offered for inside sales leadership and account management supervisor roles rather than retail or field sales positions.
How can I get hired as a sales supervisor in Illinois with little or no experience?
The most realistic path is moving into a senior sales representative or team lead role first, then pursuing a supervisory title from within. Large Illinois retailers, distributors, and insurance carriers regularly run internal promotion pipelines and structured associate leadership programs that consider candidates without prior supervisory titles. Earning a relevant credential such as a Certified Sales Leadership Professional designation or completing an employer-sponsored leadership development track at companies like Walgreens or Grainger strengthens your candidacy before you apply externally.
Where can I find and apply to sales supervisor jobs in Illinois?
You can find and apply to sales supervisor jobs in Illinois on Migrate Mate, which lists current Illinois openings across industries and experience levels. Search the available roles, find the ones that fit your background and preferred location, and apply directly to the employers posting them.
See All 41 Sales Supervisor Jobs in Illinois
Find roles in Illinois that match your experience and apply in just a few clicks.
Find Sales Supervisor Jobs