Cher,
I completely changed my AW2000 shipping notice email and request the buyer let us know when their goody arrives. For the most part, buyers will notify us back as a reply to the shipping notice.
I think it is a personal preference if you wish to send out "is everything okay" emails to buyers if you don't hear from them. Some buyers do not like the additional communication and find it annoying. Others like the personal attention and respond well.
I use to send those "is everything okay" emails if we had not heard from the buyer in about 10 days after shipment. It got to be a headache for my staff as it did require additional work on their part. Going through the Invoices and then responding again to the replies to our inquiry just took too much time.
Unless the buyer emails us for reason, our final communication is the Feedback Thanks email.
So that's what I do 
Judy/blue
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