Does Gitrog trigger and resolve next (I draw a card) or do I continue to repeat Countryside Crusher's directions because that card is still in the midst of resolving?
Countryside Crusher's ability must fully resolve before triggered abilities can go onto the stack and resolve. You reveal and mill lands until you reveal a nonland card, then you resolve triggers for the lands.
You must finish resolving the current ability before any new abilities go onto the stack. However, each land that goes to your graveyard from Countryside Crusher will trigger Gitrog since they go to the graveyard one at a time. So, if you reveal a land card, then reveal another land card, then reveal a third land card (and then reveal a nonland card) Gitrog will trigger 3 times and you will still draw 3 cards.
Gitrog has a triggered ability that uses the stack. It triggers when the land goes to the graveyard, but it can only go to the stack after the Crusher's ability has finished resolving. The same is true, by the way, for the Crusher's own second ability.
You'll draw only after Crusher's ability has resolved fully, when you end up revealing a nonland card.
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Does Gitrog trigger and resolve next (I draw a card) or do I continue to repeat Countryside Crusher's directions because that card is still in the midst of resolving?
You'll draw only after Crusher's ability has resolved fully, when you end up revealing a nonland card.