It's important to know that the account security specialist you speak with will still need to verify your identity in order to reset your questions.
You'll need to be able to sign in to the effected Apple ID at appleid.apple.com and select 'password and security' from the shelf menu on the left, then check the lower left hand corner of the resulting page for a link that says 'generate temporary support PIN'. This PIN is required in order for your questions to be reset. The Advisor you speak with will also need to be able to gather one additional piece of information in order to verify your identity. If you're using Find My Device a code can be sent to a product signed in to the effected account in iCloud, otherwise the Advsior may ask you to attempt to answer your security questions or to provide information about the payment method associated with your account, if you have one.