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Reading your post, I feel like you might miss the practicality of the 2+2+cargo layout of the 86.
Others have already mentioned the various cost/performance comparisons. You can do a lot of work on the 86 and still be into it for less than the Supra, and the savings can go towards consumables. Most reviews also state that the brakes are still more than acceptable for most all situations. I know I've done track days - multiple twenty minute sessions - in my first year FRS with nothing more than a fluid and pad change, and the new car is supposed to be way better than that stock (so you probably shouldn't sweat the brakes right out of the gate).
You've been driving the SC, which was the "gentleman's Supra" for a while now. I suppose what you really need to decide is whether on those rare occasions that you need the space, are you ok with using the SC there also? Aside from my frustration with having farmed it out to BMW, my second biggest annoyance was that they made the Supra a two-seater. I've been dailying my FRS for over ten years now and it takes whatever I throw at. I've done multiple, 10+ hour a day road trips. I've put the seat down to load lumber after a trip to the hardware store. I've actually loaded four track wheels, my jack, tools and overnight bag for track days. It just does it all and I have fun driving it every day.
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