This is actually a pretty embarasing question because I figured it out shortly after posting.
I've been using inlines and using the design tree so much I totally forgot you can just click the plug or recepticle option from the top and draw the individual symbols, then assign the correct part number to each. A pretty good brain-fart.
You can tell how much I used that option with the styling turning out like that...
But to slightly redeem myself, is there a way to seperate an inline after you already created one?
Unfortunately, there isn't any way to split an inline but I think that would be a good idea, since lots of customers want to place the plug/receptacle on different diagrams but actually maintain the "connectivity" (used by analysis). Drawing a separate plug and receptacle doesn't give you the connectivity unless they appear mated elsewhere in the design.