One thing I would remind OP, it’s ok if he doesn’t finish any or all of the supplemental essays this weekend. If, as he is writing, he isn’t happy with the writing - it’s better to send applications in RD with his best writing than send in a supplemental essay that isn’t his best work, just to attempt to ED somewhere he isn’t 100% committed to.
I would also gently suggest that being this close to the wire without a firm decision/unfinished applications does actually give a lot of information about where his head may well be.
I think we often say a lot with what we chose to prioritize & finish and what we are internally struggling with that can lead to procrastination. Even if he is saying he wants to ED (or EA) but his actions aren’t leading to that being a plausible path to success - listen to what he is saying with his actions. It can be very easy to get caught up with feeling like you have to ED or EA. If his application will be better with more time, help him recognize the gift of time and perhaps let go of the FOMO of not going ED/REA.