Raven's Run

Multiple instances of wither are redundant.

The -1/-1 counters that result from wither remain on the damaged creature indefinitely. They won't be removed if the creature regenerates or the turn ends.

The controller of a face-up plane card is the player designated as the "planar controller." Normally, the planar controller is whoever the active player is. However, if the current planar controller would leave the game, instead the next player in turn order that wouldn't leave the game becomes the planar controller, then the old planar controller leaves the game. The new planar controller retains that designation until they leave the game or a different player becomes the active player, whichever comes first.

Damage from creatures with wither affects players and planeswalkers normally.

Since damage from a creature with wither is real damage, it follows all the other rules for damage. It can be prevented or redirected. When it's dealt, it will cause "Whenever [this creature] deals damage" and "Whenever [this creature] is dealt damage" abilities to trigger.

A plane card is treated as if its text box included "When you roll {PW}, put this card on the bottom of its owner's planar deck face down, then move the top card of your planar deck off that planar deck and turn it face up." This is called the "planeswalking ability."

If the source of the damage is still on the battlefield at the time that damage is dealt, its characteristics are checked to see if it has wither. If the source has left the battlefield by then, its last existence on the battlefield is checked to see if it had wither.