I had to shorten a set of pushrods a couple of years ago. This is a lot of work to do correctly so it's probably one of the things you should pay a specialist to do. I was determined to go to a car cruise the next evening and I had the proper tools in hand to do the job so I burned a night making my own pushrods.
I tried pulling some cup tips out but it was a really tight press. I ruined two of tips before I gave up on that. I had a complete set of new cup tips and I was cutting enough off the pushrod that I wound up just cutting the pushrod with the old tip still inserted. You really need a lathe to get a good square cutoff. And Comp sells a special drill bit for reaming the ID and squaring the tip of the pushrod after cutting. The biggest headache is being able to cut all the pushrods to the same exact length without having to do a lot of measuring. I used a checking pushrod to get the correct length on the engine. Then I put one of the new cup ends into the drill chuck in my lathe tailstock. I gave the cup a little dad of engine building moly lube. Then I locked the cutoff tool at about 1/2" away from the headstock chuck jaws. I inserted the ball end of the checking pushrod into the cup end that was in the tailstock chuck. I moved the tailstock to the right until the cutoff tool would cut to the exact correct length on the unfinished end of the pushrod (in the chuck jaws). Then I locked everything down so it couldn't move. Then I just cut each pushrod to the correct length now that I had a repeatable jig setup in my lathe.
After cutting all 16, I went back and used the Comp reamer tool to clean up the ID and seating edge. Make sure you lathe is on a slow speed when you do this or it will squeal (and vibrate) like a pig. And use plenty of lubricant.
Next up - pressing in all the ends. Comp sells a jig for pressing the ends in. I'm a tool junkie so I bought the fixture. http://www.speedwaymotors.com/COMP-Cams-4913-Pushrod-Assembly-Tool-Cup-End-Ball-End-Fixture-Each,216797.html It holds the pushrod and the tip and makes sure they are aligned when you start pressing them together. I fit all that into my hydraulic shop press and started pressing away. The bottle jack on my press has an air pump on it. If you're using the Comp tool, you can put your fingers around the top where the ramrod goes into the tool and on each pump of the press, you can feel if the rod is moving. You can then stop when you feel that the tip has bottomed out in the pushrod. It's really easy to put one or two extra pumps into the bottle jack and the pushrod will kink (ask me how I know
So I did this on 500" B Motor with a 0.590" lift solid cam. It's run fine for three years with these pushrod. I probably wouldn't mess around like this making pushrods for an expensive motor with a big lift roller cam.