Hi, I have found that if you insert the pole, male end first, it is easier.
The pole is constructed male to female etc and feeding it through this way does not appear to snag as much.
Taking the pole out, just keep feeding it the same way.
I have fitted the pole cover very loosely and find that it is possible to feed the pole through without too much trouble.
Sorry about the anatomy terminology.
You probably know what I mean.