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I agree that it looks most like 8/8, but I'm confused at why the first would be only partly removed and then replaced by another 8? Equally valid seems the double punch slight-rotation idea, especially when you look at the LLs (and I & N) in shilling.
Many coins in the 19th C. had their dates added last to the die. For some countries, the first 2 digits were on the hub, with the last 2 added with a punch. On others all 4 digits were added, such as for many
US coins. When making dies, sometimes a date punch is misaligned, the error is detected and often partially removed (due to depth) before impressing the date again. In these cases, the prior date is often rotated more on one end than the other. Looking at your new pics, I agree that "One Shilling" is repunched too--either by individual die tools, or a rehubbing (doubled die). I don't know enough about UK die making to be more definitive, but here my hunch is all digits on 1858 were repunched independently of the hub.
As an example of how repunched dates can vary between digits, here's a US
Indian Head cent from 1894:
