Kentucky Owl was founded by Charles Mortimer Dedman, a local pharmacist, in 1879. After marrying his wife, Dedman was given a large parcel of land on the banks of the Kentucky River, as a wedding gift from his adopted father who was a local town judge. C.M. Dedman Distillery was established here on the banks of the Kentucky River, producing "The Wise Man's Bourbon" under Distilled Spirits Plant Designation "No. 16," one of Kentucky's original distilleries and part of a booming industry.

Kentucky Owl Takumi Edition is a collaboration with John Rhea, Kentucky Owl's master blender, and Yahisa Yusuke, Japanese whiskey master blender for Nagahama Distillery in Shiga Prefecture, Japan. John Rhea started his career in whiskey at Four Roses Distillery right out of college, eventually working his way up to Chief Operating Officer and then retiring in 2016 after 40 years with the company. Rhea also served on the board of the Kentucky Distillers' Association for 17 years. He joined Kentucky Owl as master blender in 2021. Yahisa Yusuke is much newer to whiskey blending, but proving to be an up-and-coming blender to watch.