The worst part is that every guide I have seen says that too. But in my verification of such claims I find that it is the first session that gets read rather than the last

Something that really helps is after straightening out the twisted pair cables is to use scissors and cut them in unison at an angle to give a stepped guide where each wire goes in one at a time in short succession. Helps avoid crumpling of the cables too.

This only works with passthrough connectors though

Considering that fact that you used the incorrect “Maine” hurts my soul