Conversation so far:
When did Bob Fitzsimmons win the heavy weight title?
In 1896, Bob Fitzsimmons won a disputed version of the World Heavyweight Championship in a fight in Langtry, Texas, against the Irish fighter Peter Maher.
Did Bob Fitzsimmons continue to hold his title or did he lose it?
Bob Fitzsimmons retained his heavyweight title.
Who else did Bob Fitzsimmons fight against?
In November 1903, Bob Fitzsimmons made history by defeating World Light Heavyweight Champion George Gardiner, becoming the first boxer to win titles in three weight-divisions.
Did Bob Fitzsimmons win and hold his title?
Bob Fitzsimmons retained his light heavyweight title.
After losing the Australian middleweight title did Bob Fitzsimmons ever regain it back?
Bob Fitzsimmons did not get a chance to win back the Australian middleweight title, thought he did win the U.S. middleweight title.
How did Bob Fitzsimmons batter Jeffries?
With his nose and cheek bones broken, most would have sympathized with Jeffries had he quit, but he kept going until he knocked Bob Fitzsimmons out cold in round eight.

Question: What happened once he wore Bob down?
Self-contained rewrite: What happened once Jeffries wore Bob Fitzsimmons down?