1. Kentucky Became a State: On June 1, 1792, Kentucky became the 15th state to join the union. However, it wasn't until June 14 of that year that the state officially began its operations as a state.

2. Daniel Boone Explored Kentucky: Daniel Boone, one of the most famous American pioneers, was instrumental in exploring and mapping out Kentucky. On June 14, 1769, Boone and his companions reached the Kentucky River, which marked the beginning of their exploration of the area.

3. The Battle of Rice's Station: On June 14, 1864, the Battle of Rice's Station was fought in the midst of the American Civil War. It was a relatively minor engagement, but it resulted in a Union victory and helped to secure their hold on several important transportation routes.

4. The Louisville Flood of 1937: One of the worst natural disasters in Kentucky's history occurred in January and February of 1937, when flooding along the Ohio River caused widespread damage and forced thousands of people to evacuate their homes. On June 14 of that year, the river finally fell below flood stage, bringing some relief to the affected areas.

5. The Birth of Wendell Berry: Wendell Berry is a well-known author, poet, and environmental activist who was born in Henry County, Kentucky, on June 14, 1934. He has written extensively about his home state and the importance of sustainable agriculture and land stewardship.