This has been a problem as far back as I can remember. It's very difficult to replace/insert the transmission dipstick. It comes out easily, but at about 2/3rds of the way in it hits something and the stick bends. I jab and jab again and again and it finally goes all the way in, but sometimes I have to do this so many times I think it isn't ever going to go past the obstruction.
Is this a common problem? Is there a fix for it?