I'd strongly recommend against crimping narrower than .377 with any bullet, and for .356 lead I'd go to .378.
Anyway... Here's a bit of trouble-shooting you can do to make sure this is an issue with the ogive contacting the rifling and forcing you to go that short VS the bullet sticking in the leade a bit, which is no big deal.
Resize a case and insert it until it headspaces, and open up your calipers super wide, and take a measurement from the MUZZLE of the barrel to the case head. Write that down. Then resize a case and seat one of those bullets WAY too long, crimp to .379, plunk it in the barrel, and take that same measurement.
IF that bullet is hitting the rifling and not sticking in the leade, the difference between the second and the first is how much shorter you have to seat to get the case mouth to headspace properly on the chamber step.
Calculate that OAL - - it's the OAL of the long cartridge minus the difference between the two muzzle to case head measurements. Right off the bat, I'll tell that if that calculated OAL is longer than the 1.035 you said wouldn't chamber, your problem is that the bullet is sticking in the leade.
Otherwise, you know your max OAL, and I'd try loading them to that OAL minus an extra .010 for cushion, and as long as they functioned, I wouldn't care what the OAL was.
Take those measurements, though, and let us know what they are.