It is unclear when the Pikeville Collegiate Institute first began making yearbooks. The earliest examples available are for 1924, though it seems that there may have been versions from earlier years. At that time, the yearbook was known as The Record. The school's newspaper carried the same name, and one group of student staff produced both.
In 1926, as the school grew to include the Administration Building and student life expanded, the yearbook/newspaper staff decided that it was necessary to split into two staffs. Due to the split, a contest was held to give the yearbook a new name. Carl Hatcher won the contest (and the five dollar prize) with the name The Highlander. The three runners-up were Lexie Francisco with Mountain Leaves, Maxie Moore with The Mountain Laurel, and Ercelle Looney, with The Piker.
As the University developed, the yearbooks tracked the changes. The Academy, the high school that was part of the original Pikeville Collegiate Institute, can be found in the yearbooks until its closing in 1955. In 1997, the Pikeville College School of Osteopathic Medicine, now known as the Kentucky College of Osteopathic Medicine, was established. Classes and information related to PCSOM can be found starting in the 1998 yearbook, though there is a small faculty mention in the 1997 edition.
The Highlander ran through 2010. The next year, the school changed its name to the University of Pikeville. No yearbooks have been published since that time.
In 2013, the Frank M. Allara Library Special Collections had every available copy of the Pikeville College Yearbooks digitized. They are available freely for viewing and download at The Internet Archive of the University of Pikeville. This page provides links to each of those issues, as well as the pdf version of the yearbooks, which can be downloaded.
If you have any issues prior to 1924, and would be willing to donate them or share them for scanning, please contact Edna Fugate at Allara Library Special Collections and Archives.