Thanks everybody for all of the very interesting information. I feel that he was a pro-Confederate individual rather than a pro-Federal individual as has been supposed. The statement from the OR that the citizens who were to be called a Grand Jurors and witnesses were nervous that Capt. Harrington and his company were being ordered away should confirm his sympathies. Pleasant was born in 1809, so he may have joined the guerrilla band to provide a form of military service he may not have been able to other wise. While he may have been a guerrilla for the ability to rob and bully his neighbors, as many others did, the genealogical book I am reading states that he resumed farming after the war. (While this doesn't mean he definitely wasn't in for the negative reasons, it does cast a shadow of doubt that he was.) An interesting note; his nephew that was named for him served the Union in the 24th Indiana Infantry.