I need help with my Lee Classic Loader - 9x19mm?

I would suggest adjusting your die. Its not flaring the case mouth out enough to properly let the bullet guide in and or full length resizing the case causing the feeding problem. You may also want to consider a tight tolerance die set for auto loading pistols or carbide dies with tight close wall tolerence's. Which improve's the feeding problems in the chamber fit area and avoids the use of lube in resizing. ALWAYS use these die's in the auto loader series of rifles. And different cases will have different variations in wall thickness.