I agree with Jedi, it sounds like a classic
case of chain not matching the gypsy quite right. The difference between spot on and 'not quite' can be as small as 0.5mm or whatever that is in that old imperial system. Yes many winches are that twitchy on sizing.
I say that as it looks as if the chain is not being peeled out by the stripper easily. A good match wouldn't have that issue. It is especially important with horizontals more than verticals, even if still important on both.
Don, if you look close around the gypsy you may find a number, probably along the lines on '0732', but not that very one, maybe one like this 'RC0723'. If you can PM me that I have the gypsy database from hell and can tell you exactly what chain is supposed to be on that gypsy. I can also give you very accurate measurements for that chain.
That number will be on the inside of the cheeks just beside where the chain sits or could be right out on the outside edge but still just on the 'inside' of the gypsy. On the S/L's they weren't big sized numbers so you may have to wire brush and look hard.
But before you do that give the stripper arm a good looking over to make sure it's still OK and fixed in place well. Some of the S/L ones were a tad on the limp side and prone to doing things they shouldn't have.
Worst case it could be a case of asian made chain and their love of poor calibration, if indeed any at all. You may just simple have sections of your rode
that have differing sized links than the rest, it's not that uncommon. Sadly about the only fix for that is replacement with a well made chain.