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Juggernaut is cavalry then paired with spawn that are beast. both have move threw cover and fleet if im correct. If I move my spawn into woods and keep the lord behind the forest. I don't need to take a test for dangerous terrain for the lord or do I?

If I assault into cover with them do I roll 3d6 and reroll lowest because of fleet and then take the two lowest. or 2d6 re-roll due to fleet. Also if I assault into cover with the lord do I need to make a dangerous terrain test for the lord?

Movement is per model so spawn ignore terrain and The Lord tests is he's cavalry and enters. I don't believe either are slowed in the assault phase tho The Lord will have to test again

So the lord only test if he enters even if they are a squad? He would also have to test again in the assault? What do I roll when I assault into cover with them tho?

Read the cavalry rules about terrain and it tells you why you have to roll.