Win″ning, n. 1. The act of obtaining something, as in a contest or by competition.
2. The money, etc., gained by success in competition or contest, esp, in gambling; — usually in the plural.
Ye seek land and sea for your winnings. Chaucer.
3. (Mining) (a) A new opening. (b) The portion of a coal field out for working.
Winning headway(Mining), an excavation for exploration, in post-and-stall working. — Winning post, the post, or goal, at the end of a race.