As of right now I tumble with pins 100%. However, I do experience stuck pins inside 5.56, .38 and 9mm cases along with an occasional pin stuck in a random flash hole. All decapped cases are tumbled in my $40 Harbor Freight rock tumbler for a few hours then thoroughly rinsed in the sink through my grandmothers sieve and a steamer tray over a dishtowel, dumped and shaken. All stray pins are collected via magnet. The cases are then poured out on a towel, rolled back and forth in the towel and left to dry, where pins miraculously appear from nowhere. Then each case is inspected and the remaining stuck pins are fished out. Speaking of stuck pins making it to the loading cycle, I think I still have a 7.62x51 case where the decapping pin center punched a SS pin into the flash hole. That was an exciting few moments.
Now the caveat in the intro indicates my intention to move to SS media instead of pins to save all that picking and fishing time. From what I've seen, the smaller SS media cleans just as well as pins without the stuck pin headaches.