Won't go into huge details but he is a good guy, great boss, but not someone you have a laugh and a joke with - he is very professional and very good at his job.
He asked me to provide some info to another dept so that they can send out some letters asking for sponsorship for an event. Basically, I feel uneasy about this particular group of people being asked for money (used to work for one of the companies and know how it will be received)
It was a very polite email, saying of course I can get the info, however, I feel uneasy about how this will be perceived.......apologised if he felt I was speaking out of turn.
He hadn't replied by the time I left the office and now I think maybe I should have kept schtum.