If you don't want to be open later then just tell her that you close at 5 pm and if she is late picking up after 5 pm then there will be a late fee. By the sounds of it she seems to lack respect for you your family and business and that's not someone who I would want to interact with on a business level everyday. I never chase anyone who needs care, if they don't reply then I just assume they are not interested and move on. As for the check in you don't want to deal with her in person give her a 48 hour deadline as when she can pick it up or just place it in your mail box