Hi, Rich
It's not bad at all to do, Hears your test shape and G-code txt file.
Putting a lead-in in the dxf in some form could reduce the need for any transition G-code, It's to early to tell till things stabilize some.
The second pic shows some attention needed, But It's really nice for now.
I used a .1 (.050) step generated and a .025 offset in rough to allow material to be removed for final pass.
Thanks, Chip