Conversation so far:
What wrestling league was Big Boss Man in when Big Boss Man (wrestler) was pursuing the Hardcore Championship?
In the WWF's Hardcore division.
What is a notable match that he had during this time period?
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 Eventially Wil the WWF championship?