Towns are governed by the town council, which exercises the legislative function of the town and acts as the town executive. Dillsboro currently has a five (5) member Council. The general powers of the council are governed by state laws, the methods through which the powers exercised are left largely to the council to determine by ordinance.
Currently, the Town Council meets at 6:00 PM, every second Monday of the month at Dillsboro Town Hall, 13030 Executive Drive, Dillsboro, IN, 47018.
Council Districts
The Town of Dillsboro is divided into 4 districts. All residents elect one council member from each district and one member "At Large". The Dillsboro Town Council Members and the Clerk-Treasurer are elected for four year terms, which elections for office result in staggered terms with two council members being elected in a year in which a primary and general election are held and three council members and the Clerk-Treasurer being elected in a year in which non-general elections are held.
Council District Map4.4 MB
At-Large Member
Charlie Caldwell
Phone: 812-432-9002 to leave message
Email: ccaldwell@townofdillsboro.com
Professional Profile
- President of Beautification of Dillsboro
- Member of Dillsboro Main Street
Personal
- Lifetime resident of Dillsboro
- Manager, Janet’s Diner
District 1
Tim Benning
Email: tbenning@townofdillsboro.com
Professional Profile
- Recently retired from Batesville Casket after 26 years.
- Former member of the Dillsboro Volunteer Fire Department for 24 years
- Current Commander of the Dillsboro SAL (Sons of the American Legion)
Personal
Lifetime resident of Dillsboro.
District 2
Jerri Jackson
Personal
- Dillsboro resident for 37 years
- Married to Ron, has 2 children
- Employed at St. Elizabeth Healthcare
District 3
Dustin Kitchell

Email: dkitchell@townofdillsboro.com
Professional Profile
- Employed at Indiana-Kentucky Electric Corporation since September 2014
- Served on the Dillsboro Redevelopment Commission from January 2022 to January 2025
- Clifty Creek Credit Union Loan Officer from 2017 to 2019
- Tanners Creek Credit Union Board Member from 2012 to 2014
Personal:
Dustin is deeply rooted in the area, having grown up in Farmers Retreat and graduating from South Dearborn High School in 2006 and IUPUI in 2011. Dustin and his wife are high school sweethearts and have been part of the Dillsboro community since January 2012, where they are raising their three children.
District 4
Vice President: Becky Fryman
E-mail: bfryman@townofdillsboro.com
Appointed to position: 2021