Uptown Cheapskate Winston Salem Keyholder

About Uptown Cheapskate

Uptown Cheapskate is rooted in sustainable fashion, upcycling, and helping the environment. We buy gently used clothing, shoes, and accessories from people in the community, paying cash on the spot or offering 25% more in store credit. We then sell those quality items in our store at huge discounts compared to retail. Every day we help the community refresh their wardrobe, express their personal style, and look and feel confident without breaking the bank.

About Summit Recommerce Group (SRG)

When you join an Uptown Cheapskate location operated by Summit Recommerce Group (SRG), you’ll be part of something bigger. SRG is the largest multi‑unit group in the Kid to Kid and Uptown Cheapskate systems, operating nearly 30 locations across six states. We’re led by the original founder of Uptown Cheapskate, who built the brand from a single store and continues to invest in great people, strong values, and community support. Our team members cross‑train across multiple areas of the store, and advancement opportunities are real—we love to grow our people from within. SRG’s aggressive growth goals are backed by a corporate team that provides the support you need to do what you do best.

Responsibilities

• Be helpful and nice to our customers – our store vibe is everything.
• Presort incoming clothes, shoes, and accessories brought in from vendors.
• Use our computer system to buy in and price incoming items.
• Organize racks, tag and hang up clothing.
• Ring out customers on the register and teach them how to sell to us.
• Help make posts on our social media pages.
• Merchandise: organize clothing, handbags, and shoes, and make the store look appealing.
• Perform opening and closing tasks, including closing down systems, nightly reports, and opening/closing tills.

Schedule

Must be available to work a minimum of two shifts per week, including some weekends. Both part‑time and full‑time Key Holder positions are available.

Benefits

• 30% employee discount.
• Advancement opportunities within a network of nearly 30 locations.
• 401(k) matching and eligibility.
• Group Health Plan eligibility for full‑time employees.
• Flexible scheduling that works around your life.
• Monthly bonus potential.
• Parental leave.
• Support from a dedicated admin team.
• Cross‑training and skill‑building across store operations.
• Backing of experienced, founder‑led leadership.