How do employers monitor internet usage (and can I trick it)?
First of all, networks basically move packets to and from two addresses. If your IT guy can plug a computer between your segment of the network, and the external machine, the traffic can be read, sorted, analyzed, etc. The tools for doing this are powerful and everyone should know that this is simple to do, and the only way to prevent everything you do from being sniffed (and recorded, held against you, etc) is encryption! Anything that you do directly from your web browser (such as an iframe, etc) will be essentially visible to anyone with the right tools and the right access to your network. SSL keeps the content private through encryption, but the URL can still be read easily (which would protect your bank account information and login details, but your employer would still know you were accessing your bank’s website). By encrypting and tunneling your traffic to a trusted external proxy you make it feasibly impossible to snoop. Anyone in a position to sniff the traffic could still i