Sales Supervisor: Collars & Co.

Leap; Chicago (IL); On-site; USD 63,039,000 - 68,770,000; Full time

Benefits offered by this job

Bonus eligible

Medical, Dental & Vision benefits

AllOne Health - Employee Assistance

401K

Accrued PTO

Employee discount + wardrobe allotment

Job summary

Leap is seeking a Sales Supervisor for its boutique operations to lead on the sales floor, coach associates, and drive revenue with exceptional service.

You will partner with store leadership to manage inventory, merchandising, and brand initiatives while leveraging tools like Shopify, Endear, and Slack for client outreach and team coordination.

Qualifications

• Leadership or supervisory retail experience; ability to coach and develop teams.
• Proven ability to deliver personalized client experiences and build customer relationships.
• Strong selling skills with ability to meet personal and team sales goals.
• Entrepreneurial and adaptable mindset; able to navigate evolving business needs.
• Collaborative team player with clear communication and feedback.
• Professional presence handling inquiries and escalations with empathy.
• Attention to detail and organizational skills for merchandising, inventory, and tasks.
• Flexibility to work days, nights, weekends, and holidays.
• Able to stand, walk, climb, and lift up to 50 pounds.
• Must be 18+ years old.

Responsibilities

• Lead from the sales floor, coaching and developing associates to deliver memorable client experiences.
• Support Store Leader in daily operations, sales performance, and culture.
• Assist inventory management, visual merchandising, and shipment processing with precision.
• Uphold brand standards and execute store initiatives with accountability and professionalism.
• Collaborate on promotions, events, activations, and store openings.
• Use Shopify, Endear, and Slack to manage client outreach and team communication.

Skills

Leadership

Sales excellence

Coaching

Client relationship building

Communication

Professional presence

Attention to detail

Flexibility

Physical endurance

18+ years old

Education

Retail supervisory training

Tools

Shopify

Endear

Slack

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.

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.