Olivia Kayler holds over two decades of experience, with much of this being in male-dominated professions, such as trucking and sports administration. Since March 2018, Olivia Kayler has served as a regional sales director with Premium 2000+ and National Truck Protection, where she oversees brand value and contract agreements, among other things.

Throughout her career, Ms. Kayler has developed expertise in both sales and marketing, having held roles with several firms over the past 25 years. These have included the Wilmington, North Carolina-based United Soccer League, where she was director of sales and marketing, as well as the Raleigh-based Pulse Wellness Center.

Between 2010 and 2017, Ms. Kayler served as a business development director with the Denver-based Growing Communications, during which time she increased profit margins by 20 percent. During this time, she increased annual revenues by between 30 percent and 65 percent yearly, with much of this being done through contract renegotiations with suppliers and clients to decrease costs while maintaining income.

Since joining Premium 2000+ and National Truck Protection, Ms. Kayler has been a member of several professional organizations, such as Women In Trucking and the Used Truck Association (UTA).