President and founder of Windsor Jewelers

ROBERT STEVEN SIMON

R

obert Steven Simon, a Winston-Salem, NC resident born in Norfolk, VA (9/6/59), is a multifaceted entrepreneur, author, and conductor with over 40 years of leadership in the jewelry industry as President/Founder of Windsor Jewelers (1986–present) and earlier ventures like Jewel Dimensions, Inc. (1983–1998). His career spans retail, wholesale, and promotions, alongside diverse business partnerships in travel, packaging, and gemology. 
 
A UNC Chapel Hill music education graduate (1981), Simon has significantly contributed to the arts as Conductor/Artistic Director of the Piedmont Wind Symphony (1992–2016), authored biographies on jazz and classical figures (Dizzy Gillespie, Percy Grainger, Frederick Fennell), and co-produced a Grammy-winning album (2012).
His civic impact includes chairing the Juvenile Diabetes Research Foundation’s $2.1M fundraising gala (2023), serving on over 20 nonprofit boards (Chamber of Commerce, Humane Society, universities), and receiving accolades like the Triad Business Journal’s Retailer of the Year (2022) and NC Arts Council Leader of the Year (2011). Married with six children and four grandchildren, he balances family life with ongoing professional engagements in jewelry innovation and community leadership.

Biography

President and founder of Windsor Jewelers

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