I’m not a skype user, so I’ve no way of seeing what a user sees when they connect by skype.
But I think the problem may be that if something is thought to be a “chat”, they’re probably expecting to get a reply from a bot within seconds. Or they assume you have a hundred staff and one of them will answer within a minute. If they still don’t get a reply after that, they assume it’s out of order and don’t bother to come back later.
Anyway, just wondering: have you tried asking them a quick question instead of just saying Hi ? At least then if they do eventually come back later, they may choose to reply with something more than just another Hi.
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