Boothby

Mr. Boothby was the groundskeeper at Starfleet Academy for several decades during the 24th century.

Boothby saw many promising cadets go through the academy and was more then willing to offer advice and kind words to those who would listen. Notable cadets he helped were Kathryn Janeway, Jonathan Masters and Jean-Luc Picard.

Boothby, the even keen observer, noticed the turmoil inside Masters in his third year before he departed on his field assignment and offered him some advice to ponder during his assignment.

In 2359, Boothby took some leave on Risa. Though at this time Masters also claims to have received advice from Boothby at the grounds of Starfleet Academy. (: "Unfinished Business", "Sacrifice")