Fictional: This article is referring to lore, this is not at all real or factual information. This Article is not or not as nearly influenced by global events.

Winston Anthony Wessington (born 27 July 1974) is a former prominent individual who served briefly as the 33rd president of the Board of Post Secondary Education, serving from 1 July 2025 to his unexpected intra-term retirement on 23 September 2026. He becomes president when the player has successfully completed 3 years (or 12 semesters), and retires about 5 semesters later.

He is only mentioned briefly in the seventh and eighth chapters of story mode, as he was a Field Agent in training at the time of these episodes. He was born after the prologue took place.