I work on that IT side of the fence. You should assume that all activity is being monitored on your work machine and on your work network, because it probably i

I work on that IT side of the fence. You should assume that all activity is being monitored on your work machine and on your work network, because it probably is, and is your job worth testing the odds? Additionally, modern OSes log and cache stuff all over the filesystem and even though you cleared your browser history and cache, it's highly likely there's still undeleted detritus sitting on your device's storage. I have recovered supposedly-cleared caches many times without having to resort to filesystem forensics tools, simply because of stuff like log rollovers, and routine snapshots of data caches. Where do I draw the line? If I were subjected to it myself, I'd keep looking for a job where this kind of monitoring didn't happen. Not because I want to goof off on HN all day, but because its creepy, fosters distrust between employer and employee and hinders my tasks.