Love the Tito jokes.
He had a dominant run in UFC when the best guys were in PrideFC which makes it hard to rank him. His win over Wandy before Wandy went on a tear in Pride makes it interesting. That's his best win IMO and it's a big one, Wandy was 22-1-1 (1nc) in that stretch of time and Tito handed him the only loss.
His 1-7-1 run from UFC 66-148 really hurts his case. He was 31 when it started.
He had 5 title defenses but really not particularly strong competition
Yuki Kondo - Pancrase Champ, very experienced, arguably best defense
Evan Tanner future UFC MW Champ
Elvis Sinosec (was 1-5 in UFC as I recall)
Vladimir Matushenko - good fighter, aside from Vernon white he really only lost to great/fairly elite guys.
Ken Shamrock (Tito beat Ken 3x in a 1-7 stretch for Ken).
Also factor Titos record against the best LHWs in UFC in his era:
0-2 vs Chuck with a pulse, both tkos
0-1 vs Randy (though Randy clearly tapped)
1-0 split decision win over Vitor
I would rank him behind
Jon Jones
Wandy
Shogun
Chuck
DC
Machida
Hendo*
Randy**
* Hendo has better wins at 205/overall Shogun x2, Wandy for PrideFC title, Vitor, Babalu
+ Fedor & Nog (HW) and Bisping (MW)
**Randy beat Tito head to head and had a better overall career imo, but a lot of that was HW, so I could see the argument on the other side.
I guess that leaves Tito at #9 for me.