There is overcommunicating and then there is noise. Getting the difference right is what successful overcommunication is about
"Quit sending so many emails!" is about all he'd generally get. In at least one case, I suspect it was more about control of information than anything else - when too much info gets to too many people, it's harder to claim plausible deniability.
CC'ing a group "just to keep everyone in the loop" is overcommunication. Pulling out the details that are useful for the whole group, if any, and then sending followups with additional details to a subset of people is the effective way to do it. It's a lot of work and it's why so many people who effortlessly handle in-person communication have trouble with written/broadcast patterns, they just aren't used to putting the extra work in.