If budget is not an issue, I see no reason to go with the GR86. The more powerful Supra, with better build/comfort, will make a better and more fun daily driver (IMO), since that seems to be your primary use case.
The GR86 is awesome DD in its own right, but it is ~$30k cheaper for a reason (several actually).
If you were going to do a lot of tracking/autox/etc, and budget was a concern, I would recommend the GR86. Consumables and parts are significantly cheaper (as is the car obv) compared to the Supra.
Personally, I'm like @
vindiesel and like "cheap" sporty cars with low operating costs, since I track and autox mine very often. That said, I'm still considering a Supra at some point