4. Breaking In
Triple H had some quality schooling when he pursued wrestling in the early nineties. He learned the ropes under the tutelage of legendary villain Killer Kowalski, who would train the likes of Kofi Kingston, Damien Sandow, Tommaso Ciampa, and Matt "A-Train" Bloom, among others.
In fact, Helmsley wasn't the only future WWE titleholder in his particular class. One fellow student was future WWE European and Hardcore champion Perry Saturn, as well as (in a notable connection) Intercontinental and Women's champ Joanie "Chyna" Laurer.