Conversation so far:
What wrestling league was Big Boss Man in when he was pursuing the Hardcore Championship?
Big Boss Man was one of the first members of McMahon's heel stable, The Corporation, and served as a bodyguard for other members, such as Vince's son Shane.
What is a notable match that Big Boss Man had during his Hardcore Championship pursuit in 1998 - 2000?
Big Boss Man became the #1 contender for the WWF Championship by defeating The Rock on the November 15, 1999 episode of Raw.

Question: Did he eventually win the WWF Championship?
Self-contained rewrite: Did Big Boss Man eventually win the WWF Championship?