Here are some links that might come in handy.
Here's one for some of the Phillips mentioned in the diary: http://forneyclarkgenealogy.com. Donna Forney Clark, who keeps this website, reports that Ethelina Waldsmith "Ethe" Young married Nicholas Skeel "Nick" Belch. Nick was Donna's great great grandfather.
http://scottcoind.blogspot.com. This web site has extensive info about the Whitsitt family in southern Indiana.
Here's a link for Jennings Co. IN, and through it you can link to other Indiana counties: http://www.countyhistory.com/jennings/start.html
Here's a link to the Scott Co. IN Historical Society: www.angelfire.com/in4/scottcounty/Links.html
Somewhere I have the links for the newspaper obits.