This challenge is now expired. This solution is still a good way to rack up Counter Breakers for fight titles.
This can be done easily by yourself versus the computer.
Start a Survival match on Beginner difficulty. Pick Sabrewulf as your character with any combatant.
On this difficulty, the computer is quite predictable. I spammed the LEFT-RIGHT-RB move, and once I connected I hit Y+B repeatedly until a Counter Breaker occurred. There was no real timing involved; I simply started the move than hit the buttons several times during the move and got Counter Breakers practically every time my CPU opponent wasn't blocking.
Although the achievement calls for three, you may want to do five or more based off testimonials from others who have unlocked it. I had waaaaaay more than 5, you can keep doing them to make sure.
I uploaded a clip titled "Mind Gamer Challenge" on Xbox One, showcasing the match of when I unlocked this. You can follow me on Xbox One to view my clips, and then watch on either your console or the SmartGlass app.