Generated Toolpaths are simply wrong in model and simulation

In SW CAM 2019 can someone please explain to me why [extracting machinable features] => [generate operation plan] => [generate toolpath] => [simulate toolpath] would so poorly define it's curves? I'm just beginning to self-teach SW CAM (coming from self-taught fusion 360) and I'm very much not used to the extreme clutter and scattered menus and options in Solidworks.

Most of the videos and references I find use outdated versions and it poses a great deal of difficulty when have of the battle is just finding the options with or without tutorials.

This... seems as though I'm trying to use a hammer to sink a nail and yet the nail broke the hammer.

Looks like I'm just one more fool out here.

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