Difficult to answer as we require much more information:
-what is the size of the part?
-is it a finished part? a foundry pattern? Can it be hold by screws, and can you fill them after machining?
-it's difficult to evaluate undercuts without a 3D model
machining precision is another story
This part may be doable with a 3 axis machine, bit you'd rather begin with something much more simple. This one requires mastering all the basics.
Depending on the material and the size, 3D printing may be a good solution. If it's a small part, you can probably forget FDM technology.
The part will be made of Aluminum and cut from a 6061 block 3x3x3 or similar. The part dimensions are shown below.
I am NOT unfamiliar with CAD or CAM or machining parts. I currently cut many parts on my router and this Mill in CUT2D. I have nearly 5 years doing so. This part requires a minimum of 2.5 axis machining and I don't have 2.5 axis CAM. CUT2D CAM is very similar in look and feel to CUT3d from what I see. That's why I'm asking because I don't want to learn an entirely new CAM package.
Hence, my question is whether CUT3D will do this part with reasonable shaping results. If necessary I will machine the ends flat afterwards. I designed the part in other software and have a STL file.
I have fixturing plates that will hold the 6061 cube to the mill. I'm aware of the placing the part in the cube to allow the end mill to clear the fixture. I also use machinable wax to test paths before committing to cutting a part (depending on complexity).
My questions about the orientation (flipping) is simply to satisfy my own curiosity. I of course could learn empirically. It's not the important at this time.
I think I will orient the part in the material favoring the top of the cube with my part flat. What do you think?
Here's the photos I have of the actual part and some dimensions. The part uses a connecting rod on both ends to attach to other components. These are not part of this discussion as they will be installed (surfaces milled and holes drill after machining in CUT3d).....