While I've heard you can get this achievement while simming to Wrestlemania, I've tried that a few times and it never worked for me. So I'll just tell you how I'm doing it. It's better to use multiple feuds at once because any number of these can go wrong. You could forget a certain wrestler is in a feud and have him lose. You sim his non-rivalry match and he loses. Or you lose the rivalry altogether. I currently have Ryback in a rivalry with British Bulldog, which has lasted almost two months but they've never actually faced each other in a rivalry match.
That said, to do this one wrestler needs stacks of ten for Momentum and Hot Streak. You can find the icons for the statuses by going to Customize Universe, Edit Superstar, select a superstar and then Status Effects.
Here are the definitions of the two:
MomentumDETAILS: The Competitor becomes energized from a burst of momentum, increasing Momentum and defensive Attributes by 1. Stacks up to 10 times.
TRIGGER CONDITIONS: Applied each time the competitor wins two consecutive matches.
Hot StreakDETAILS: The competitor becomes encouraged after a big victory, increasing all attributes by 1. Stacks up to 10 times.
TRIGGER CONDITION: Applied each time the competitor wins the conclusive match of a rivalry.
Here's what this means: The wrestler must be in a rivalry and win at least 10 rivalry matches. However, the Momentum only goes up once every other match. Therefore, best way to get the achievement is to have the Superstar wrestle twice per week, making sure one of those matches is a rivalry match. Obviously, the wrestler needs to win every match while you're after the achievement.
If you forget to have a wrestler fight twice a week and let the Hot Streak stack get to ten but have his Momentum stacks stuck on 6 you can put him in several matches on the same card. That's what I did. I had Big Show at a Momentum stack of 6 and Hot Streak stack of 9, so I put him in several matches before his final rivalry match. He had six total matches (including his rivalry match) so his Momentum stacks shot up to 9 when he reached 10 stacks with his Hot Streak. I then put him in a couple more matches during the week to get the achievement.
You can get this achievement while also going after:
The Leave me alone! achievement in WWE 2K16 worth 84 pointsWWE Universe - Inflict a critical injury status effect on an opponent in a match. The The Celtic Warrior achievement in WWE 2K16 worth 86 pointsWWE Universe - Have a Superstar completely recover from a critical injury. I had already critically injured "Stone Cold" Steve Austin when I was in the middle of this achievement. The show after I got it I also got The Celtic Warrior.