WHO WE ARE
In 2005, Shepherd Insurance opened its first office outside the central Indiana area. Now a growing agency in the Evansville area, this location, initially led by our current CEO, Quinn Shepherd, has served the area for over fifteen years. Like all full-service Shepherd locations, we offer clients expertise in personal and commercial insurance, employee benefits, Medicare and financial services.
In 2020, the Heston Insurance Agency joined our team in Evansville. Heston Insurance Agency has offered quality insurance since 1933. After two years of working out of two separate offices, in 2022, the Heston team officially adopted the Shepherd Insurance name and brand, and the two groups moved into one office location together.
We are a close-knit team, proudly projecting the Shepherd Insurance culture in Evansville. With many of our employees being Evansville natives, we all have a strong sense of community and enjoy spending time serving our community. We are a group of people who work hard, play hard and genuinely care about each other and you!
MEET THE TEAM

Chris Maynard
Partner | Employee Benefits Specialist
Ernie Brothers
Senior Sales Executive
Jane Dugan
Account Manager
Cindy Hemmelgarn
Account Coordinator
Sandy Hentrup
Account Manager
Amanda Hillhouse
Personal Lines Service Manager
Darlene Hinton
Agency Operations
Alexandra Hollingsworth
Account Manager
Skip Oliver
Senior Sales Executive
Trish Shamo
Senior Sales Executive
Lori Stevens
Account Manager
Sam Tenbarge
Licensed Agent | Medicare Insurance Division
Rebecca Thomas
Front Desk Coordinator
Dean Webster
Senior Sales Executive
Vicki Wolf
Account ManagerCLIENT'S TALK
WE'RE HERE FOR YOU
We’d love to hear from you. If you need assistance, have questions about our group of Shepherd partner companies or are simply looking for more information, we’re eager to help.
GET IN TOUCH
Please fill out the form below and one of our team members will be in touch to provide the assistance you need.