Barry Simon
2015 // Business Executive of the Year Little Rock
Barry Simon took the helm of Datamax Inc. at 31 and has led the company for the last three decades.
But Simon doesn’t like to take too much credit for his accomplishments, which include expanding the company from 16 people to more than 200 with plans to grow 5 percent per year over the next several years. The business technology company offers information technology and other managed services, as well as equipment sales.
He said that aside from goal-setting and striving for good customer service, one of the keys to the company’s development has been communicating with his people. “The biggest part of the starting of my success was being a good listener and realizing the potential in people and the ability to show them how to realize their goals and dreams,” Simon said.
Simon said he doesn’t like to stop at just talking. He said that his mentor, a former vice president named Dick Callier, taught him that the devil is in the details. Those details sometimes include going out with service technicians to see what they experience and putting yourself in all your employees’ shoes.
“He just taught me a lot about people and how to treat them,” Simon said.
Simon said he’s a believer in the “raving fans” philosophy, which promotes the concept of making your employees such boosters of your business that their enthusiasm rubs off on customers. He said he doesn’t want his employees and customers to just be happy, but to “really feel good” about their interactions with the company.
Simon said he also feels it’s “paramount” to be involved in the community. The company holds fundraisers throughout the year, including bingo and silent auctions, for various charities.
Simon is also the current chairman of the CARTI Foundation Board and has served on several other boards and organizations, including Riverfest, the Centers for Youth & Families, the Better Business Bureau and the Sales & Marketing Executives Association.
Previous Honorees
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Arkansas Business of the Year
2026 Arkansas Business of the Year
Nonprofit Organization
Innovation Pacesetter
Category 5 (500+ Employees)
Category 4 (151-499 Employees)
Category 3 (56-150 Employees)
Category 2 (31-55 Employees)
Category 1 (1-30 Employees)
2024 Arkansas Business of the Year
Nonprofit Organization of the Year
Legacy of Leadership
Innovation Pacesetter Award
Category V (500+ Employees)
Category IV (151-499 Employees)
Category III (56-150 Employees)
Category II (31-55 Employees)
Category I (1-30 Employees)
2023 Arkansas Business of the Year
Nonprofit Organization of the Year
Legacy of Leadership
Innovation Pacesetter
Category V (500+ Employees)
Category IV (151-499 Employees)
Category III (56-150 Employees)
Category II (31-55 Employees)
Category I (1-30 Employees)
Business Executive of the Year
2022
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Legacy of Leadership
Category V (500+ Employees)
Category IV (151-499 Employees)
Category III (56-150 Employees)
Category II (31-55 Employees)
Category I (1-30 Employees)
Business Executive of the Year
2021
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Legacy of Leadership
Category IV (151-499 Employees)
Category III (56-150 Employees)
Category II (31-55 Employees)
Category I (1-30 Employees)
Business Executive of the Year
Arkansas Community Foundation Smart Corporate Giving Award
2020
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Legacy of Leadership
Category IV (101-499 Employees)
Category III (56-100 Employees)
Category II (31-55 Employees)
Category I (1-30 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2019
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Legacy of Leadership
Category IV (101-499 Employees)
Category III (56-100 Employees)
Category II (31-55 Employees)
Category I (1-30 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2018
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category IV (101-499 Employees)
Category III (56-100 Employees)
Category II (31-55 Employees)
Category I (1-30 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2017
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2016
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2015
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2014
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2013
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2012
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2010
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2009
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2008
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2007
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2006
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2005
Nonprofit Executive of the Year
Category IV (Nonprofit Organizations)
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2004
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2003
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2002
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2001
Nonprofit Executive of the Year
Category IV (Nonprofit Organizations)
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
Arkansas Community Foundation’s Outstanding Philanthropic Corporations
2000
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
1999
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year
1998
Nonprofit Organization of the Year
Nonprofit Executive of the Year
Category III (76-300 Employees)
Category II (26-75 Employees)
Category I (1-25 Employees)
Business Executive of the Year