I will comment as above - resizing fired 30-30 cases should not be hard to do - has to be the lube that you used or how you applied it. If you are using a compound leverage press like a Rockchucker, and RCBS type dies - only the neck is getting squished as the case goes up into the die - is only last small amount of movement, when your press has maximum leverage, that the case body makes contact with the die wall, and might become a little "harder" to do.
I can not help about the "click" sound - I do not recall experiencing that - my only guess would be the de-capper pin is making contact with the case head (is not centered - either the pin or the flash hole or the case in the shell holder) - or perhaps you have got a component cracked in your press??
As I mentioned to a local young fellow that is starting to re-load - every home hand loader should experience getting "chintzy" with case lube - be that via brand, quality, quantity or alternatives - get a case stuck up in the die, and then rip the rim off when trying to pull that case out - after you go through the commotion to get that case out, without wrecking the die, you will be more attentive to case lubing, until you do it again.
OP did not say where in the case trip that it was "hard" to do - on the trip into the RCBS type sizing die, the expander ball should not be making any contact at all with the brass case - for the trip into the die, the neck should get scrunched a bit small, and at very end of the trip, the case body gets squished down slightly. It is when you pull the case out of the die that the expander ball will "expand" the case neck out to final size - when there is no other contact being made with the case.
Is different if you are trying to reform a case into something else - say 38-55 into 30-30 - or imagine trying to reform 8 mm Rem Mag or 416 Rem Mag into 300 H&H - your press is likely made to do that - re-sizing fired 30-30 cases is pretty minor in comparison - in the examples that I gave, you are forming a smaller neck, and most of the trip into the die is also re-forming the case body - so that will be a bit challenging to the lube that you use on the exterior of that case - when a case is withdrawn from those types of dies, is when the expander ball opens up the inside of the case neck - it is at that point that a bit of lube inside the case neck can help - but even the soot from previous firing likely acts as enough lube to open up that case neck.
FYI - many years ago, I reformed some IVI 7.62 NATO into 243 Win by running those brass into an RCBS 243 Win die, in a single leverage RCBS press - part way through doing up 50 or so, I put a snipe on the press handle and bent that handle - so that was just from the force of sizing the case necks from the size to accept .308" bullets, down to the size to accept .243 bullets - the case body was pretty much the same. I think if I was going to try that again, that I would use something of intermediate size for that neck - perhaps to 7 mm (like a 7mm-08) or so.
I am fairly "old school" for lubing for sizing - back then I used an RCBS lube pad - now I've replaced that with a Lyman lube pad - and I use RCBS Case Lube-2 - so that ends up on the exterior case body only - I do not recall having to lube case necks on the exterior, for "normal" re-sizing. Some re-sized brass really "screamed" and "creaked" as the expander ball comes up the neck - for those I often use a Q-Tip and put a tiny bit of lube in the case neck or on the rear edge of that expander ball.
A late thought - assuming that you are using RCBS type dies - remove the expander ball and de-capper pin completely from the die - you will only be sizing the exterior of the case that way. See how that goes. Then, open up those necks by extending the expander ball perhaps 1/2" (1 Cm) further than normal - without a de-capping pin - you would be expanding the necks by pushing the case UP into the die - just go as far as there is resistance - once the expander is through the neck, just withdraw the case. Finally, re-install the decapping pin, and punch out the fired primer - at some point in all that, is likely your issues will go away, and then return, as you go to next phase?