[Saxon]

Flying will help your retreat from the battle field if you are not fatigued, but it will not help you if the provinces surrounding you are enemy provinces. It is a great way to kill a low HP SC that has a put a decent PD in the province. Once you kill the PD, the SC retreats and dies.

That said, the advantage of strategic mobility is huge, so the Winged Shoes are a very attractive choice. It gives you more flexibility, makes it easier to acheive surprise and makes it harder to predict and counter your unit.

On the items question, it does depend a bit at what point of the game you are at. The later in the game, the more important MR is. As such, the Rainbow armor is almost always going to be more useful than Robe of Shadows, but early on, you might get away with it.

I would think reinvigoration is more important than regeneration. Once you tire, the hits will come in. If you go over 100, you are dead. I took out a high protection Cyclops with a death bless. As the fatigue mounted, I got in more hits, which started afflictions. It was a nice cycle for me, but deadly for them. Regeneration would not have helped, more reinvigoration would have.

Think of the ways people are going to try and kill your SC and prepare for them. Think of Vengeance of the Dead. Late in the game, you want to resist it, not fight it, as you will have killed many, many units. Think Soul Slay or Paralyze, think the other SC counters.