Best of luck tooling up, it's a big job and costly. My impression is that you're not going to use your machine for production. I might be off base there, if so ignore this.
Is cost or versatility of any consideration to you? If so don't overlook HSS tooling. Fifty years ago I worked in a NASA R&D shop which had a number of 10 EE lathes, no production beyond perhaps an occasional hundred or so expendibles such as hypervelocity light gas gun projectiles and sabots. Everything was in a hurry though, we were going to the moon. Never over the years I worked there was anything but HSS tooling used on those lathes and work of the highest class was done on them.
My point is that HSS tools work well for one offs and low production if maximum material removal rates are not a governing factor for your work. They are very easily and quickly made into any configuration needed for jobs, even weird ones and they are low cost. Keep them in your quiver of tooling, know how to grind them to make them do what you want them to accomplish. Need something like a face dovetail O-ring groove or annular groove with special features in the corners in 30 minutes or a bored (not reamed or D-bit) profiled tapered five inch deep bore going from .75 to to .20? Piece of cake with HSS. Off the shelf inserts, well, no.
Some of those toolbits ground long ago are still in my box and find uses.
Ball of wool boring is a problem. It is often a misapplication of inserts, speed and feed. Often the inserts have honed edges (purposely dulled to a controlled extent) used at a too low feed rate at too low cutting speed at too shallow depth of cut. Don't do that.
Those "square holders with the v notch" work well with 1/2 in. shank boring bars, obviously the 3/4 boring bar holders do the same with same size shank boring bars. You might be surprised how well import brazed carbide tipped boring bars work if tuned up on a diamond wheel. Sets of them are inexpensive.
If we had an idea of what you want to accomplish your query surely would get better responses.
