Sept. 19, 2026

Uptown Cheapskate Winston Salem Keyholder

Kid to Kid Winston Salem, North Carolina

Benefits

30% employee discountadvancement opportunity401(k) matchingFlexible scheduleHealth insuranceParental leave

What is Uptown?

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 herself. She built the brand from a single store and has never stopped investing in what makes it work: great people, strong values, and a desire to support the communities we’re in.

We're always looking for dependable, friendly people who are driven and who take pride in keeping our stores organized, shoppable and fun. 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 has aggressive growth goals backed by a corporate team so you’ll have the support to do what you do best.

We’re looking for part time and full time Key Holders to join the team at our Uptown Cheapskate Winston Salem location. Must be available to work a minimum of 2 shifts per week, including some weekends.

Store Location: 3262 Silas Creek Pkwy Winston Salem NC27103

Responsibilities

Be helpful and nice to our customers - our store vibe is everythingPresort incoming clothes, shoes, and accessories brought in from vendors (people from the community who want to sell to us)Use our computer system to buy in and price incoming itemsOrganize racks, tag and hang up clothingRing out customers on the register and teach them how to sell to usHelp make posts on our social media pagesMerchandise! Organize clothing, handbags, and shoes, make the store look pretty!Opening and closing tasks (closing down systems, nightly reports, opening/closing tills)

Perks And Benefits

Monthly bonus potential30% employee discountGroup Health Plan eligible for full time employees401(k) eligibilityFlexible scheduling that works around your lifeReal advancement opportunities within our network of nearly 30 locationsSupport from a dedicated admin teamCross-training and skill-building across store operationsThe backing of experienced, founder-led leadership

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