M.D.
Glad to share what I know.
You are wise to use air-hardening tool steel for the rifling heads - warpage is always a potential problem, and the air-hardening steel is, perhaps, a bit less prone to warpage in hardening.
I rough-machine the head, to include boringand reaming the hole through the body for the wedges, springs, etc., milling-out the cutter box a bit undersize, threading the tail end for the wedge-driving screw
(left hand thread, for the P&W machine), drilling the opposite end for the rifling rod, etc., leaving enough stock for final finishing by grinding the body between centers and working-out the cutter box to fit the hook, which is ground from HS steel. All the wedges and screws are made from oil-hardening tool steel, and left full hard for wear resistance, as is the cutter box.
It is a good idea to fit a block in the cutter box and wrap the head in stainless steel foil for hardening, to help control warpage and prevent oxidation.
The cutter slot is finished by hand with small diamond burrs and very fine slip stones, to achieve good fit and smooth finish and function.
The rifling head is mounted on aircraft tubing of appropriate diameters, and attached to the rifling rod with JB epoxy - and I've never had one pull off. When aircraft tubing is unavailable, I have used automotive brake tubing, which is somewhat less stiff, but works O.K..
Gun drills are bought mounted, and you will need to make a proper jig for sharpening them, since the geometry is complex.
Reamers are purchased, and also mounted on aircraft tubing - they must be kept straight, if they are to work properly. Bores are rough and finish reamed.
I sharpen the rifling hook on the top surface only, grinding only sufficiently to restore the sharp edge - you will also have to remove excess stock behind the cutting edge, if it is high enough to interfere with cutting. Metal buildup on the hook face should be carefully stoned off, maintaining the squareness of the cutter face and smooth finish. Cutter sharpening is done by grinding in a jig which holds the rifling head in v-blocks, which permit rotating the cutter on the correct radius to preserve the groove shape and depth. In our shop, both drill and cutter sharpening are done in a modified valve grinding machine, with micrometer advance to the wheels.
Mostly, you will develop your own ways of doing things, as you develop experience
In deep hole drilling, the most important factors are drilling speed, feed, and lubrication. The drill must be started centrally through a bushing, and the bar must be as straight as possible, if you want the hole to run straight. I believe it is useful to grind or turn a central rest surface in the center of the bar, and support the bar there, since this helps control deflection of the blank rotating at ca. 3,000 RPM. Our machine is set up to advance the drill .0003" per revolution, and lubricant pressure can run as high as 1200PSI, depending on the diameter of the drill: the absolute need is to flush the chips and prevent them from packing-up in the bore, which can break the drill, and will cause considerable runout over the length of the blank. When all works properly, a 30" blank will normally show total indicated runout of .010" or less, from breech to muzzle.
I find it best to drill the blank at full diameter, rough turn it to within ca. .030" externally, ream it to final diameter and finish, rifle it, and then finish the external dimensions and contours by turning and grinding between centers.
All blanks are stress relieved before any machining is done, and external machining/grinding is done under coolant flood, so little stress is induced likely to cause warpage, and barrels remain straight.
Good Luck!
mhb - Mike