Many thanks for the input @Oregonerd. Funnily enough I’ve been working with image imports since the beginning…
…I guess my question is more about 3d design process versus the actual hole. The hole is just for context. Here’s another image that might help you see it better though:
Thanks for the tips with 3d printing too, I’ll take a look at those! 
(incidentally, my test prints have been at a vastly reduced infill than I would use for the end product. I’m also printing PLA, whereas I’ll use PETG for the final item).