I work for a college in the U.S. (where I am also a student). Everybody is on a two week break now because we are in an inter-semester period. This means that I can only communicate with my boss through email. Last Thursday, he sent everybody an email informing us of a mandatory meeting this Thursday. However, I have my orientation for my new school scheduled for the same date and time, and I cannot reschedule that.
I know what this meeting is going to be about (basically a workshop on dealing with students that we do every semester). I sent my boss an email explaining the situation and asking if I could not attend and just read the powerpoint/brochure of the meeting at home. I also said that if necessary, I can probably cut hours from my orientation and attend it (I have not checked if I can do this yet, and I would have to cut over half the orientation). I sent this email Friday, but he has yet to respond. Sometimes emails seem to get lost (as in we don't seem receive them, at least according to him) between me and him, and it has happened before that he hasn't responded to an email on purpose as a sign of disappointed tacit approval (I think). What should I do? I want to send him another email today to make sure that he actually received my last message, but how should I word it and how should I explain the fact that I am sending the same email twice?
I sent this email Friday, but he has yet to respond
Depending on timezones (and what time you sent it) that's less than 1 working day. Assume he'll get to it eventually and don't send a follow-up.