Unless I've mis-understood the problem, the Ollie Baker winder is supplied with a hose clamp ring that you put round the barrel. There is then a rod that wedges under the clamp ring screw to prevent it turning.
There is a PDF available from this site (item # 66) • Mike's Atmos Clock Clinic &...
It'll last you a long time. Don't throw it away once contaminated – just let the contaminants settle out then decant off the clean. I keep a bucket (with a lid) half-full of paraffin, and I use it for dunking whole movements sometimes as a pre-clean process.
That looks fairly clean, so if it was mine I'd put on a test stand straight away and see how it performs. If something isn't right, let us know (with video if possible, posted to YouTube and linked to here) and we can provide specific help.
Is yours like this?
I have restored one of these but I don't have access to it at the moment because it's in someone else's shop window and the shop is closed...
Here's a rear view; in my example, the pendulum crutch (the rod closest to the movement that has a loop at the bottom) does...
Is that even the correct hand? The shaft for the minute hand looks square in your photograph, and I wouldn't expect to find an oblong hole in a minute hand that is meant to fit on a square shaft.
Here's a typical example: front side:
The 'punched hole' referred to is the square hole for the minute shaft. You can see that the hole is in a brass piece that 'sandwiches' the steel hand. The brass piece is not glued, or soldered, nor in any other way fixed to the hand, so it can...