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I am looking for an application to install on a server that can monitor individual websites and server usage. I want to receive a text message if one of the sites is down or if one site is using a...

Install a key logger on his computer. It will record all applications and conversations and emails. Some of the better key loggers will record both sides of the conversation with messengers.

Once you have done all that I would suggest removing your password if your that forgetful.