Conventional wisdom is to run the rails parallel to the surface rather than level with gravity:

Conventional wisdom is to run the rails parallel to the surface rather than level with gravity:

Dude great job so far. These things are difficult the first few times. Good going!
I'd say make it so it looks good to you as long as it'll stay upright!
For the run post to post are you referring to keeping the fence boards level? If so you should be able to lift the boards up to account for grade. Just don't go past your bottom support.
My only comment is I want the top rail horizontal to resist wind load at the top. I like this design, with the top rail being a cap, that protects the endgrain of the pickets. I'm not sure about putting the bottom rail in the dirt, however.

How'd the fence turn out, OP?
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