The tendency to stick with particular celebrity hairstyles is prevalent with celebrities as well as with other men. Because of this, men also tend to keep a specific barber for most of their lives, where women tend to bounce from hairdresser to hairdresser as the mood for something new strikes them.
The best way to get your ponytail in instead of trying to fight with all the hair at the back is lean forward and brush all your hair down to your face. Bring all of the hair from the back forward. Once you have done this then you can gather all of your hair in one bunch and apply the holder that you are going to be using.