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It's fine. I would just frame your interactions as "I'm on the waitlist and am obviously hoping I get in. However, if I wind up having to reapply, what advice would you give to help me improve my chances next time?"
 
It won't help your chances, but might help your app in terms of the fact that you might learn something useful.

It's fine. I would just frame your interactions as "I'm on the waitlist and am obviously hoping I get in. However, if I wind up having to reapply, what advice would you give to help me improve my chances next time?"
okay, cool! thank you!
 
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