The last pic looks like saw files. The old Nicholson files were good ones, lots of old files were good. They come in a variety of sizes, a tooth sizes go down to 3 TPI and up into the teen and some backed saws in the 20’s TPI. A saw file should be twice the width of the depth of the saw tooth, so may look larger than needed for saw work.

If he was sharpening saws, keep your eyes open for a saw vice, cast iron ones are worth a bit of money or at least handy to have and use. Lots of folks made their own out of wood, either free standing or to clamp in a bench vice, also handy to have.

You can re-sharpen files by etching in acid.

Also, if there are saw files, there are probably some hand saws. Good vintage hand saws have come into their own and folks are getting good money for saws, handles and even the screws and medallions. Some medallions are collectable.

Saw filing and refurbishing is yet another rabbit hole, but a sharp tuned hand saw is a joy to use. Most folks are surprised at how quickly and straight you can cut with a tuned hand saw.

Yea, grinding drill bits by hand takes a bit of practice, I too use the Drill Doctor. You can find good drill bits cheap at flea markets and garage sales, especially larger bits. And once you can sharpen them…