WWE 2K15

This solution is very close to CYKO7IK's. I played through seemingly endless matches that meant nothing (the ones where Vickie Guerrero says she has nothing for you) and eventually, in year 5 to be exact, Paul Heyman began trash talking via social media. After a couple matches (2 if I remember correctly) leading up to the title match, I won it at the Royal Rumble. I never had to do the actual Rumble match. I never even knew it was a title match, probably because I had entrances turned off. Also, the achievement never actually popped for me, but was listed as completed when I checked the list of the game's achievements a few minutes later.

As a side note (I'm not sure if this is the case with everybody, probably not), my last match in MyCareer mode will be at WrestleMania, unlocking Big Four as well.

Hope this helps!