Ok, tonight went MUCH better. I took some advice from the forum and only rolled a light amount of lube on the lower portion of the body. I then picked the case up and dabbed it straight down, making a ring in the pad. This put a very light coating around the mouth of the case. Not a single shoulder wrinkle or dent. Only slowed down a few times with stubborn primers. Adjusted the decapping rod down a 1/2 turn and no more issues.
Got lucky and picked up the last in-stock lb of H335 in Central Illinois... If my deburring tool comes in, I'll be slinging lead this weekend!