You cannot connect to a pcAnywhere host through a TCP/IP connection. The host IP address ends in .255.
PCAnywhere interprets IP addresses that end in .255 as instructions to search the subnet, therefore, pcAnywhere will not connect to an actual IP address that ends in .255. To fix this problem, use the Domain Naming Service (DNS) name of the computer. For information on the DNS name of a computer, see the document How to use pcAnywhere with a Dynamic IP Address or Domain Naming Service.
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This will clear the history and restart the chat.