The former PRIDE middleweight and welterweight and Strikeforce light heavyweight champion is still missing a UFC championship from his collection. His title fight with Jon Jones was cancelled when he suffered an injury.
Henderson is slated to fight Lyoto Machida at UFC 157 in the co-main event of the evening.
Henderson will try to capture gold in his remaining fights—a tall task, but one the elite fighter is up to.
Here are four men that Henderson should fight in his final UFC appearances.
One of the four final opponents will be Lyoto Machida, and it should be. Even if this fight was not already booked, it would be one I would list.
Henderson and Machida have both challenged for UFC gold, and have both recently been on the cusp of challenging for the title. Timing and other circumstances has prevented the two fighters from getting that chance.
When they meet at UFC 157, it should be to determine the absolute No. 1 contender in the division.
For where both fighters are in their careers, it is a fight that just makes too much sense. Thankfully, we will get to see it in just a couple of months.
Win or lose against Machida, Henderson versus Teixeira would be a phenomenal fight in the division.
Teixeira's name has exploded on the UFC scene after his long-awaited debut. He crushed Kyle Kingsbury and decimated Fabio Maldonado. He is a scary fighter who wants to enter the discussion for a title shot.
If Henderson defeats Machida and for some unknown and unforeseen reason does not get the next shot at Jon Jones, this is the fight to make.
Henderson's wrestling and KO power would match up well against Teixeira.
It is a fight at 205 pounds that would excite fans and ensure some heavy leather flying around in the cage.
UFC 151 was set to play host to Henderson versus Jon Jones, but an injury forced Henderson off the card that was eventually cancelled.
It was a fight that created significant interest.
Not only would it be a fantastic matchup, but it would be a great test for the current champion. A victory over Henderson would only add to Jones' legacy that he is building at 205.
Machida is the man standing in the way of this fight happening. Henderson will have difficulty getting past that test, but if he does, this fight must be made. Jones versus Henderson is a title fight the fans deserve.
The one fight that absolutely must happen before Henderson calls it a career is a rematch against Mauricio "Shogun" Rua.
Their battle at UFC 139 will go down as one of the greatest mixed martial arts fights in history, and it was a very close fight that could have been considered a draw. We need this rematch.
The fight would likely not be as good as the first, but it would still be an entertaining bout. Their styles mix so well.
Both fighters' careers are drawing to an end. It would be fitting to go out together in another classic barnburner. If Machida topples Henderson at UFC 157, perhaps we could get this fight in late 2013.
If nothing else, this should be the fourth and final fight for Henderson.
It would be a rematch of one of the greatest fights, and it must find its way to a pay-per-view before Henderson hangs it up.