| 1979 | |
| Nate Coye - Cook’s Choice | |
| 1980 | |
| Buzz Hicks (deceased) - Theatre Antiques | |
| 1981 | |
| Larry Helms - Honeycutt Jewelers | |
| 1982 | |
| Dick Mattocks - Sir Richards | |
| 1983 | |
| Bill Brock - Sandhills Office Supply | |
| 1984 | |
| Bill Toney - First Union National Bank | |
| 1985 | |
| Page Shamburger - Page Travel | |
| 1986 | |
| Robert L. Tate, Jr. - Bob Tate Real Estate | |
| 1987 | |
| Phil Fulghum - United Carolina Bank | |
| 1990 | |
| Doug Gill - Gill & Dow | |
| 1991 | |
| Gary McGahey - The Insurance Center | |
| 1992 | |
| Eileen C. Malan - Malan Real Estate | |
| 1993 | |
| Sandy Redfern - Leasing Unlimited | |
| 1996 | |
| Nelson Harte - Barron’s Menswear | |
| 1997 | |
| Linda Mann - North Carolina Natural Gas | |
| 1998 | |
| Margaret Hightower - First Savings Bank | |
| 1999 | |
| Roy Harvel - US#1 Realty | |
| 2000 | |
| Chuck Boyer - First Savings Bank | |
| 2001 | |
| Kathy Hansley - Arabesque | |
| 2002-2003 | |
| Jim Irvin - Red Door Styles for Living | |
| 2004 | |
| Tom Velevis - Dreher Capital Management | |
| 2005 | |
| Kate Petsolt - At home & So. Pines Paper Co. | |
| 2006 | |
| Claudia Miller - Morgan Miller | |
| 2007 | |
| Jeffrey Sheer - Jeffrey Sheer, Gemologist | |
| 2008 | |
| Melissa McPeake - The Belvedere | |
| 2009 | |
| Greg Zwychosinski | |
| 2010 | |
| Kit McKenley - MC Telephone Directory | |
| 2011 | |
| Lee Riggsbee - Crescent State Bank | |
| 2012 | |
| Bruce Bishop - The Insurance Center | |
| 2013 | |
| Amy Natt - Aging Outreach Services | |
| 2014 | |
| Jessica Harrelson - Swank | |
| 2015 | |
| Kimberly Daniels - The County Bookshop | |
| 2016-2017 | |
| Jason Harspter - Central Security | |
| 2018 | |
| Michael White - Dreher Financial Partners | |
| 2019 | |
| Kevin Lindsay - Crawford Design Company | |
| 2020 | |
| Tonya Thomas - Fidelity Bank | |
| 2021-2022 | |
| Julia Brokmeyer - Moore Choices | |
| 2023-2025 | |
| Crystal Eads Brown - Marie & Marcele |
