 Grayson was re-elected as Secretary of State in November 2007 by a 14-point margin.He became one of only two Republican statewide elected constitutional officers to win a second consecutive term in modern history 

In Grayson's second term, he has launched new services that allow companies to start businesses online, reducing by several days that amount of time it takes start a business in Kentucky.He also led the effort to modernize Kentucky's business laws, making it easier to start a business in Kentucky.