Thank you for the compliment but I am really just an amateur who happens to be pretty handy.
I want to help but it is difficult when I can't see the problem for myself.
This first picture is of one of my spent 7.62X25 Tokarev cases. As you can see the strike is a bit odd looking but both of my Russian TT33's make strikes like this and I have never had a problem with the firing pin so I haven't worried about it.
This second picture is of the breech faces and extractors of my two Russian TT33's for comparison. The top one is the 1943 war production one that I had trouble with at first. The bottom is my 1951 post war gun that has never had any problems.
If you look closely you can see that the extractor is a few thousandths further from the breech face on the early gun. This is what I had to tighten up to solve the problem as outlined in the thread I mentioned above. It used to be much worse. If I place a spent case in the breech face on each, held by the extractor it is a bit floppy on the early gun but the later one holds it much tighter. I would check this area and see how far the extractor fits on yours since this would affect the guns ability to pull the spent case from the chamber and discard it.
One other possibility is grip. When I bought my first TT33 I found my hand would get sore with the original grips after about 50 or so rounds. I wasn't as able to grip the gun tightly with a sore hand and this may have exacerbated my extraction problems since a weak grip can compromise extraction. I bought the Marschalgrips with the palm swell and the sore hand problem was solved.
You seem to be having some difficulty with the pins so I dug up this article which describes the proper method:
http://www.alpharubicon.com/leo/tokarev213.htm
This is what the punch for the split pin should look like so it squeezes the two halves together:
There is also a youtube video describing this here:
He uses a slotted screwdriver perpendicular to the slot but I don't think this is the best method. It will probably work on some pins but if yours is particularly tight it may not work. Also, it will likely leave a mark on the pin which is not desireable. The tool above is much better in my opinion.
For general knowledge on retaining pins there is a fairly comprehensive article here:
Working with pins and punches.