1. Create yourself a jobber, a jobber is someone like Colin Delaney, or Dusty Wolfe, or MVP before parting ways with WWE. Someone that is a stepping stone for others.
2. Give him a cute name if you want, dress him up like a hobo or whatever you prefer, and set all his attributes to 0.
3. Set a match against him playing someone like The Big Show, execute few moves on him and boom, pin and get the achievement.