Why This Job is Featured on The SaaS Jobs
This listing is featured because it reflects a recurring reality in SaaS careers: software businesses often rely on offline, customer-facing channels to build brand awareness and gather market signal. While the role is based in a physical retail setting in Chicago, it sits alongside a modern tooling stack and KPI discipline that will feel familiar to SaaS operators.
For SaaS-minded professionals, the career value comes from learning how to translate customer conversations into measurable outcomes. Working to targets like conversion, repeat client growth, and NPS builds fluency in metrics that also underpin subscription businesses. Comfort with tools such as Shopify and CRM-style clienteling platforms reinforces habits around data hygiene, pipeline thinking, and structured follow-up that transfer into sales development, customer success, and lifecycle marketing in SaaS.
This role tends to suit someone early in a commercial career who prefers direct customer interaction and clear performance feedback loops. It also fits candidates who enjoy balancing relationship-building with operational execution, and who want exposure to how modern brands instrument customer experience with software rather than relying solely on intuition.
The section above is editorial commentary from The SaaS Jobs, provided to help SaaS professionals understand the role in a broader industry context.
Job Description
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 committed to finding exceptional talent to represent our boutique in Chicago, Opening August 2026. 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: $16 - $18. 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.
