Thanks for posting the images from the book, Nick. That’s a very interesting letter.
You mentioned bits breaking. The part you underlined on the first page seems to be talking about vent picks/pickers. Is that how you read it? He mentions filing the notch. Are you assuming that he mentions filing as contrasted to allowing the drill to pass so deep as to cut the notch? (I had thought for a minute that by “side pin” he was referring to a lock bolt/lock nail, but I really think he is referring to the breech plug/breech pin.)
As you understand it, is he saying that the notch needs to be deeper, or is he saying he is concerned that it may be too deep (perhaps to the point of negatively affecting the seal, or perhaps he was concerned about the notch being so deep as to collect fouling)? I've read it a dozen times, and I can't confidently tell which he means, but I lean toward his wondering if this was a problem that he should ask "Mr. W" to correct.
In terms of a general observation that not all old practices were good practices, I think it’s interesting to see that the muskets he examined were, in his opinion, breeched too loosely, so he ordered that new, appropriately made taps be made. If I understand the letter correctly, the muskets he examined had already been intended for use, and yet the craftsmanship in the breeching was not up to what he considered an appropriate standard.