Other than actually activating your core (and shooting for intensity over duration), the key to making planks not suck is to keep your mind busy, whether that's lifting limbs, walking around, or moving weights.
This exercise will hammer the trunk when you maintain a rigid plank. And once you've got that down, you can raise the difficulty by increasing the load or moving the weight in front of the hands.
With the squat, you want to break from the knees and hips at the same time. This plyo drill can teach the correct movement pattern and fix bad patterns.