Windsor Jewelers – Treasuring Family Ties

Bringing together beautiful designer jewelry and impeccable customer service, Windsor Jewelers is steeped in tradition, from their family to yours.

The Simon family knows their success has been built on relationships, from the family their team of professionals has become through the years, to the families they’ve met through sharing moments such as romantic engagements, milestone birthdays and elegantly wrapped treasures opened on happy Christmas mornings.

“We are part of the celebration when a student graduates from college and receives a watch he’ll treasure for the rest of his life,” said Co-owner Sarah Simon. “It’s just so wonderful to know you are part of the happy events and special occasions in someone’s life. We take the time to get to know our customers and develop relationships with them. We know them, and we know their families. It’s all about caring for those people who take the time to come into our store. They become friends and part of our family.”

Appreciating their customers and delivering the best possible shopping experience has been the Windsor way from the very beginning, and Sarah and Rob Simon have dedicated themselves to making that philosophy the heart and soul of their business. When first married, they settled in Winston-Salem, where Sarah took accounting classes at Wake Forest University, and Rob worked as a national sales representative on the wholesale side of the jewelry industry. Soon, the two realized they wanted to stay and raise a family in this area, and Rob went on to open a wholesale jewelry business that kept him traveling to hundreds of accounts spread across the country. Along the way, Sarah had taken over inventory duties, adding bookkeeping and payroll, and by the time they officially launched Windsor Jewelers in 1986, at the corner of Fourth and Cherry Streets, the two were both immersed in the family business. By 1991, they had relocated to Knollwood Street, and then, in 1996, Windsor Jewelers arrived at its current location on Stratford Road.

Seeing success with every update of the store – and now flourishing in its beautiful building and showroom on Stratford Road – the Simons launched a second store in Charlotte in 2013 with the help of their oldest son, Ben.

“Working together has been a wonderful experience for Ben and his dad,” said Sarah. “It’s given Ben a greater appreciation for the amount of time and hard work it takes to run, as well as the thrill of creating, a successful new business. It has been fun to share this experience with him!” Raising three boys while working side-by-side with her husband had its challenges, says Sarah, especially in the retail business. Although she and Rob divorced in 2015, they remain friends and devoted business partners, for which she is grateful.

Both she and Rob surround themselves with committed co-workers, and Sarah describes the group of four female employees she leads with proud enthusiasm.

“It takes a real team dedicated to creating a company that has a positive impact on its employees and its customers,” said Sarah. “I currently lead a team of four wonderful women. Teresa is our inventory manager with oversight responsibility for the other staff members, Deidre is our inventory specialist with primary responsibility for our Charlotte store, Alyssa is my administrative assistant who handles bookkeeping and shipping and Allison works part-time, handling our online sales and shipping. We are all cross-trained to step into any position when needed.”

With enormous respect for working women also raising families, Sarah realizes she’s fortunate to be able to control her own schedule, and often work from home if needed. But, being a business owner has its own built-in challenges.

“Our family has never taken a vacation at Thanksgiving, Christmas or New Year’s – just a day or two at most. But, you take the good with the bad,” said Sarah, explaining that having her parents close by to offer support during busy holiday seasons and inventory times when her three boys were young was a true blessing.

“You never really get to leave work,” she said. “It’s always in the back of your mind that there’s something that needs to be done.”

What this savvy businesswoman loves most, however, is that co-owning Windsor Jewelers allows her to be part of something meaningful and positive. Both Sarah and Rob are adamant about giving back to the community where they live and work, and over the years they have partnered with many charities and non-profits, not only lending financial support but also their time and effort where it matters most.

Visit the Windsor Jewelers showroom at 526 South Stratford Road in Winston-Salem (336.721.1768), or at their second location at Phillips Place, 6809-D Phillips Place Court in Charlotte (704.556.7747). For more information, visit, like them on Facebook and follow them on Instagram.