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At least one. Probably two. You may well also need to drill multiple holes in your handlebars and stem. And after all that, and after paying for your dental insurance policy, you'll still have the brake cables/hoses flailing around.
This is how I did my Lynskey - junction box under the stem, cable to the junction B box in the downtube attached to the rear brake line with heat shrink. It goes into the frame at the headtube and stays there. Of course it looks much less sleek from the NDS as the rear brake hose runs all the way down the outside of the downtube.
How do you run your Di2 cables from your bars, through your stem, inside your steerer, through your frame, without coming out?