I am pretty good about searches but I sure can't find anyone describing routing issues with the OEM brake line. I have searched for several days and have decided to give up. Tomorrow after work, I'm going to attempt to bleed the front brakes and call it good. Or at least good until I can ride it and see how things react. I almost wander if heat (like sitting in the sun) would make the hose relax and fit more comfortably.
If no one else chimes in, or I find a solution, I will chime in here.
2012 RG ULTRA - V&H Slip-Ons - 14" Santee apes & a decatted head pipe