Sorry I'm late to this Karl. I see that you're in GA. I know that you consider the environment with your daily wear (first photos).
1) Great choice of shoes being durable and stylish. 2) I think that maybe silk vests (if they can be found) would also be cooler for the usual climate you have. 3) Wearing the sporran higher might require some trial and error but give it a try. I find the higher fit tends to give control to my attire (I am always physically active, even when kilted).
Nothing further for now and always ready for repartee.