DE is a "may issue" state, and can ask for more information at their will. The application does not list any minimum time of being a resident. I haven't seen any discussion on this forum similar to that Judges request.
From county code
TITLE 11 ยง 1441. License to carry concealed deadly weapons.
Delaware Criminal Code
CHAPTER 5(d) The Court may or may not, in its discretion, approve any application, and in order to satisfy the Judges thereof fully in regard to the propriety of approving the same, may receive remonstrances and hear evidence and arguments for and against the same, and establish general rules for that purpose.