Sales Supervisor: Collars & Co.

Leap Inc; Chicago (IL); On-site; USD 30,000 - 33,000; Full time

Benefits offered by this job

Bonus eligible

Medical, Dental & Vision benefits (32+

AllOne Health - Employee Assistance

401K

Accrued PTO

Employee discount

Job summary

Collars & Co, a boutique brand, seeks a Sales Supervisor to lead daily operations, coach associates on the sales floor, and deliver personalized client experiences with confidence and care.

You will partner with store leadership to drive revenue, oversee inventory, visual merchandising, and events, and use Shopify, Endear, and Slack to support outreach, teamwork, and brand standards in a fast-paced environment.

Qualifications

• Prior leadership or supervisory experience in retail or customer-focused environments.
• Proven ability to deliver exceptional, personalized client experiences and build authentic customer relationships that drive loyalty and results.
• Strong selling skills with the ability to anticipate client needs, overcome objections, and consistently achieve personal and team sales goals.
• Entrepreneurial and adaptable mindset, with comfort navigating evolving business needs while maintaining focus and accountability.
• Collaborative team player who communicates clearly, provides constructive feedback, and builds strong cross-functional relationships.
• Professional presence with the ability to handle client inquiries, concerns, and escalations with empathy and sound judgment.
• Strong attention to detail and organizational skills to ensure operational excellence across merchandising, inventory, and daily task execution.
• Flexibility to accommodate dynamic business needs, including availability for days, nights, weekends, and holidays.
• Active and engaged presence on the sales floor, with the physical capability to stand, walk, climb ladders, and lift up to 50 pounds.
• Must be 18 years of age or older.

Responsibilities

• Lead from the sales floor—coaching, motivating, and developing associates in real time to deliver personalized client experiences.
• Partner with store leadership to drive daily business operations, sales performance, and brand pride.
• Support inventory management, visual merchandising, shipment processing, and ensuring brand standards are executed with precision.
• Contribute to promotional events, activations, and store openings, leveraging tools like Shopify, Endear, and Slack for outreach and communication.

Skills

Leadership experience

Coaching

Client experience

Sales goals

Entrepreneurial mindset

Team player

Professional presence

Attention to detail

Flexibility

Communication

Job description

About the Brand: At Collars & Co, our mission is to empower men to look and feel their best with effortlessly stylish, elevated casual wear that blends comfort and confidence. We believe in creating clothing that enhances not just your appearance, but your presence in every room, helping you seize every opportunity with quiet strength and sophistication.

About the Role:

We are seeking a passionate and driven Sales Supervisor for our Collars & Co. boutique at the Shops in Northbridge. As a key member of the leadership team, you will support the Store Leader/General Manager in driving daily business operations, sales performance, and an elevated, service-first culture.

This role blends hands‑on leadership with strong business execution. You will lead from the sales floor—coaching, motivating, and developing associates in real time to deliver personalized, memorable client experiences. Through clear communication, thoughtful feedback, and a collaborative mindset, you will help foster a high‑performing team environment rooted in accountability, professionalism, and brand pride.

You will partner closely with store leadership to execute strategic initiatives that increase revenue, strengthen client retention, and uphold operational excellence. Responsibilities include supporting inventory management, visual merchandising, shipment processing, and ensuring all brand standards are executed with precision and attention to detail.

With a one‑team mindset, you will also contribute to broader market and brand initiatives such as promotional events, activations, and store openings. Comfortable operating in a dynamic, fast‑paced environment, you will leverage tools such as Shopify, Endear, and Slack to support client outreach, team communication, and business operations.

Position Qualifications

• Prior leadership or supervisory experience in retail or customer-focused environments, with a demonstrated ability to inspire, coach, and develop team members.
• Proven ability to deliver exceptional, personalized client experiences and build authentic customer relationships that drive loyalty and results.
• Strong selling skills with the ability to anticipate client needs, overcome objections, and consistently achieve personal and team sales goals.
• Entrepreneurial and adaptable mindset, with comfort navigating evolving business needs while maintaining focus and accountability.
• Collaborative team player who communicates clearly, provides constructive feedback, and builds strong cross-functional relationships.
• Professional presence with the ability to handle client inquiries, concerns, and escalations with empathy and sound judgment.
• Strong attention to detail and organizational skills to ensure operational excellence across merchandising, inventory, and daily task execution.
• Flexibility to accommodate dynamic business needs, including availability for days, nights, weekends, and holidays.
• Active and engaged presence on the sales floor, with the physical capability to stand, walk, climb ladders, and lift up to 50 pounds.
• Must be 18 years of age or older.

Hourly Pay Range: $22 to $24 . Compensation will be determined based on the candidate's experience, skills, competencies, and qualifications.

Key Performance Indicators (KPIs)

• Sales Performance: Achieves and exceeds personal and team sales goals by optimizing key metrics including Conversion Rate, Units Per Transaction (UPT), and Average Order Value (AOV) through proactive client engagement and strategic selling.
• Client Retention & Experience: Drives strong Net Promoter Scores (NPS), secret shopper results, and repeat business through personalized outreach and relationship-building.
• Operational Excellence: Demonstrates strong organizational and time-management skills, ensuring tasks are completed accurately and on time while maintaining brand standards.

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 proudly partnering with trailblazing brands such as Billy Reid, Frankies Bikinis, Grown Brilliance, Malbon Golf, MZ Wallace, Paper Planes, Ring Concierge, SET and many others. To hear more about our platform directly from our CEO, click here!

Leap Perks:

• Bonus eligible
• Medical, Dental & Vision benefits (must average 32+ hours a week)
• AllOne Health - Employee Assistance Programs
• 401K
• 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 can accrue based on local laws
• Employee discount + wardrobe allotment for participating Leap brands

In order to achieve our mission, we need to work hard to create a diverse community of Leapers to support the brand and customers we serve and help us all grow and thrive individually and as a team. Our differences make our organization special and are paramount to our culture. Your age, skin color, beliefs, sexual orientation, nationality, disability, parental status, vet status, gender identity are valued.