Actually, Improved Trip doesn't negate the counter trip. It only gives you the extra attack if you succeed.
By far the best way to maximize tripping is the Thief-Acrobat PrC from Song and Silence. At level 1, they get the Kip Up(ex) ability, which allows them to stand from prone as a free action. Now, when they fail to trip, it doesn't matter if they get counter tripped... they stand up for free immediately. At level 2, they gain the Improved Trip feat as a bonus feat as well. The Knockdown feat complements this, so you don't have to waste an attack before provoking a trip attempt.
For effectiveness, it is very useful to turn your monk into something large with Polymorph Other. The ever-popular Annis Hag is large, giving a bonus to the trip, and strong, for more bonuses. Your AC will drastically improve, and your unarmed damage die will even scale for the larger size. Your speed also scales due to your greater base speed. Troll is also good, for the higher Con and the Rake
-nameless