Have you tried using the "Pick questions manually" option, versus the "Pick questions automatically" option? That way, you can choose questions with a certain difficulty, create your preferred mixture of 1/2/3/4/5 level questions, and make sure they're fresh.

Unfortunately, I have no clue about if they will appear in the order in which you select them. Also, these manually-made drills may not have the right mix of question types compared to a real section, so I'm not inclined to recommend this drilling method as a substitute for taking real sections—I just wanted to let you know that it's available.

You can get there this way: Practice --> New Drill --> Selection (on the left) --> Pick questions manually

@JacobBaska That makes so much sense. Thank you for your help!

@JacobBaska Thank you, Jacob! I'm in a similar spot as @tchan. With what you now know about this cycle, would submitting an application on October 15th versus October 30th make that much of a difference?