In the interests of reducing speculation..
*Per-Cb red eye..Correct
*New-ish Captain off a non glass type.
*Holding at CCK @ 5000 awaiting the tower to open.
*14 dme limit in hold incorrectly entered into FMS hold page as 14 mile hold leg limit.
*GPWS warning activated and was followed as per SOP.
Draw from that what you will. (I know some of you will)