Meet Our Staff

As our client, you will have a team of highly qualified professionals working for you to provide you with the best coverage for you, your family, or your business.  Building a long-lasting relationship with our clients is our number one priority.

Dan Bennett


Dan retired from the Owensboro Fire Department in 2008. He served the city of Owensboro for 11 years. Dan spent much time with the public throughout his service with the city. He was the President of the Owensboro Professional Firefighters Association for several years and also served as the Vice-President of the Kentucky Professional Firefighters Association.

Dan began his career in the Insurance industry in early 2009. He is a licensed property, casualty and life agent. Dan has extensive experience in the insurance industry and has a passion to serve his clients.

Growing up in Owensboro, he attended Daviess County High School. Dan has been married to his wife Kim for over 18 years. They have four children: Noah, Allison, Jonah and Anna Claire. They are active at St. Pius X Church, where he is also a member of the Knights of Columbus. Dan and Kim are very involved with their children’s academics and extracurricular activities, as well as activities within the community.

Kayla Edds

Office Manager

Keith Orth


Keith retired as a Captain/EMT from the Owensboro Fire Department in 2011 after 27 years of dedicated service. Keith is an Owensboro native, graduating from Owensboro Catholic High School, and has been married to his wife Lauren for 37 years. Together they have three daughters: Brittany Payne (Nathan), Allyson Grooms (Torrey), and Kristen Bustamante (Nico), and five grandchildren: Anna, Eva, Jonah, and Jessa Payne, as well as Abigail Grooms.

Keith began his career in insurance in 2015 as a home inspector, then transitioning into sales with Bennett Insurance in early 2017. He is licensed in property and casualty, and is looking forward to continuing to serve his community.

Troy Gossett

Troy retired from Law Enforcement after 22 years of service. During his time in Law Enforcement, he served the citizens of Owensboro as a Criminal Investigator and Patrolman until 2012 when he moved to his hometown of Madisonville, Ky. where he finished out his career as a Patrol Supervisor with the Hopkins County Sheriff’s Office. After retirement, Troy and his wife, Katrena who have been married for 10 years moved back to Owensboro are and are active at Christ Community Church.

Troy began his career in life insurance as an agent with A.I.G. (formerly American General) in 2015 where he serviced several counties in Western Kentucky and Southern Indiana. Troy joined Bennett Insurance Agency sales team in 2018. Troy is licensed in Life and Health and looking forward to continuing to provide excellent service to the people of Daviess and surrounding counties.