All of mine have been crate trained and yes when they were little they just cried but now all I have to do is say is " crate" and they go with no problems. It will get better you just have to stick to it.
I'd put a crate pad, a small little blanket and a Kong when you leave.
Id get him to use the crate all the time - try to make it his cool little place. Keep it open when you are at home. Anytime he goes into it on his own, then prase and reward. Play the crate game. (I posted it - may have to do a search). Just got to make him comfortable with it, and dont ever use it for punshment :wink: