Helical plunge boring can be done with no guess work at all. I have been doing it for years with excellent results. there are a few things that are very important to make it work properly.
This example is for helical boring a counter bore or thru hole to size on the first pass. Once you understand how it works you can make adjustments for leaving stock to finish if needed.
First select geometry, (it must be circle or combination of arcs that make a 360 degree circle). Then before selecting "done" select "plunge" then "center" then the same geometry you are machining, (you should see the pick reference snap to the center of the circle) then "done". When selecting tool its best if you can use a tool that the diameter is at least as big or bigger than the radius of the bore to machine.
If the tool dia. is larger than the rad. of the bore than on the cut control page set all the parameters for the side cuts to "0".
Set the Z depth parameter to the disired depth, and make sure the Z ruff depth is set to the same amount. "0" finish cuts, and "0" stock to leave in Z.
Set the Plunge to Helical and set all the parameters to constant. Make sure plunge clearance is set to "0".
If it is easy math to figure out the helical radius you can plug that in now. In case of a bore size that is some number not evenly rounded off, it is easrier to just accept the default and generate the tool path now.
After generating tool path, look at the finish pass at the bottom of hole. Analyze the radius and copy paste that rad. into the helical plunge radius parameter and regenerate the tool path. You will now see that the plunge radius matches the fin. pass radius exactly. Remember this only works if the helical parameters are set to "constant".
At this point you can play with the pitch setting to get the ramp angle you want.
In the case of a larger bore radius that is bigger than the tool diameter you will have to make multiple helical plunges by setting the cut control to leave stock on the side, and adjust helical plunge radius to match the fin. radius of the tool path at the bottom of the bore as done above.