Leap Hospitality Jobs (NOW HIRING)

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.

We are committed to finding exceptional talent to represent our boutique in Chicago. We are seeking dynamic Sales Associates who are passionate about delivering elevated, personalized in-store experiences while driving customer satisfaction and meaningful brand connections.

In this role, you will serve as a brand ambassador—creating authentic client relationships through thoughtful selling, product storytelling, and genuine hospitality. You thrive in a fast-paced environment, balancing tasks and priorities seamlessly while maintaining a polished, professional presence on the sales floor.

Key responsibilities include supporting daily sales initiatives, proactively engaging clients to drive conversion and loyalty, and maintaining visual and operational standards with strong attention to detail. You will collaborate closely with leadership and teammates to foster a positive, service-driven culture grounded in accountability and teamwork. This role may include opening and closing responsibilities, as well as potential keyholder duties.

As part of the Leap platform, you may also have the opportunity to support other brands within the portfolio through new store openings, activations, and coverage needs. Comfort with retail technology such as Shopify, Endear, Slack, and Google Workspace is a strong advantage.

Position Qualifications

• Experience in retail, luxury retail, or high-touch client-facing environments, with a demonstrated ability to deliver exceptional service and build lasting client relationships.
• Strong selling skills with the ability to anticipate client needs, confidently present product knowledge, and drive conversion through personalized engagement.
• Customer-first mindset with a passion for hospitality and creating memorable brand experiences.
• Adaptable and solutions-oriented, with the ability to thrive in a dynamic environment while maintaining professionalism and composure.
• Collaborative team player who communicates clearly, actively listens, and contributes positively to team culture.
• Professional, dependable, and punctual, with sound judgment in handling client inquiries and concerns.
• Detail-oriented with the ability to execute visual, operational, and daily tasks efficiently and accurately.
• Flexible availability to meet business needs, including days, nights, weekends, and holidays.
• Active presence on the sales floor, including standing, walking, climbing ladders, and lifting up to 50 pounds.
• Must be at least 18 years old.

Hourly Pay Range: $18 to $20. Compensation will be determined based on the candidate’s experience, skills, competencies, and qualifications.

Key Performance Indicators (KPIs)

• Sales Performance: Drives results by optimizing Conversion, Units Per Transaction (UPT), Average Unit Retail (AUR), and repeat client growth through proactive client engagement.
• Client Retention & Experience: Delivers personalized service that contributes to strong Net Promoter Scores (NPS) and long-term customer loyalty.
• Operational Execution: Completes tasks accurately and on time, maintaining brand standards and supporting overall store performance.

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:
  • 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.

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