I feel like the biggest idiot in the world putting this question up, but after multiple searches, I cant find anything that addresses my issue. So if someone could tell me what Im doing wrong or if Im just an idiot, it would be appreciated.

I cannot get the 48 passenger pillion installed on my 2012 Iron. Before buying it, I searched around to make sure it could happen and saw plenty of posts saying it just bolts right up. So I bought the pillion to go with my Biltwel Sporty 8.

My issue is the bracket underneath the fender towards the back side of it. The way it sits, I cant put the nut through the hole in the fender. I tried to just put the screw back in the hole that is already there, but the bracket shifted when I took the screw out and I cant get it to shift back over. Any ideas?

 

Try holding the bracket in place using either dental Floss or thin fishing line.
You should be able to start your hardware then yank the line out.

 

I seem to remember mine did that too.
It seemed like the screw wasn't long enough to engage the nut.
I had to jack up the bike a little , pry upward on the nut to get the screw to reach.
The fender support underneath tweaked over just a little , preventing me from installing the screw to complete the install.
Mick