Hi
@matzo
I also thought this, but think it through for using inserts. Suppose the holder was parallel. Then, to get the correct clearance under the tool so it doesn't rub, and other cutting angles set good, the shape of the insert would have to be much the same as when you grind a good HSS tool, not reversible!
By making the holder itself tilt downwards, and shaping the top of the insert to get the cut angle, and include chip breakers, the insert need not be made with any clearance angle, since that is already provided by the downward tilt. The insert might have two or three separate points to use, just by rotating , and then can be turned over, and use more points from the underside. Four or six points per insert is efficient.
I do notice that this type of tool holder is expensive!